CA2075303A1 - Pesticidal formulations - Google Patents

Pesticidal formulations

Info

Publication number
CA2075303A1
CA2075303A1 CA002075303A CA2075303A CA2075303A1 CA 2075303 A1 CA2075303 A1 CA 2075303A1 CA 002075303 A CA002075303 A CA 002075303A CA 2075303 A CA2075303 A CA 2075303A CA 2075303 A1 CA2075303 A1 CA 2075303A1
Authority
CA
Canada
Prior art keywords
phase
formulation according
active ingredient
stabiliser
pesticidal
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
CA002075303A
Other languages
French (fr)
Inventor
Peter Leslie Crampton
Andrew John Huson
David Alan Jeffries
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi Aventis France
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2075303A1 publication Critical patent/CA2075303A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Compounds Of Unknown Constitution (AREA)

Abstract

Pesticidal formulations are provided which allow incompatible pesticides to be incorporated in the same formulation. The formulations comprise a two-phase formulation, the first phase of which comprises a first active ingredient, a stabiliser and optionally an emulsifier or wetting or dispersing agent, and a carrier or solvent for the active ingredient; and a second phase immiscible with the first phase which comprises a second active ingredient and optionally an emulsifier or wetting or dispersing agent and a carrier or solvent for the second active ingredient. Methods for making such formulations and their use in controlling pests are provided.

Description

. ~0 92103047 PCT/GB91/01413 P~STICIDAL F0RMVLATIONS

The present invention relates to formulatlons, particularly pesticidal formulations which contain two incompatible pesticides, to ~ethods for making such formulations and their use in controlling pests.

It has been found that an anhydrous for~ulation of a pesticide, i.e.
one which does not contain an aqueous phase, may be formulated with a second immiscible phase which contains a second pesticide. This has the advantage that incompatible pesticides may be incorporated in the same formulation.

Accordingly, the present invention provides a two-phase formulation, the first phase of which comprises a first active ingredient, a stabi-liser, and optionally an emulsifier or wetting or dispersing agent, and a carrier or solvent for the active ingredient; and a second phase immiscible with the first phase which comprises a second active ingredient and optionally an emulsifier or wetting or dispersing agent and a carrier or solvent for the second active ingredient.

Normally, the first active ingredient is dissolved or dispersed into the first phase but when the active ingredient is a liquid a solvent is not always required. The second phase which is immiscible with the first phase contains the second active ingredient either dissolved or dispersed in the-second phase. Preferably, the first phase is a water i~miscible phase and the second phase is a water phase.

The first and second active ingredients are preferably physically and/or chemically incompatible when contained in a single phase, i.e.
the presence of one of the actives in a formulation normally affects adversely the stability or utility of the other active. In addition, the active ingredient in the first phase may be one which has properties, for example irritancv or noxious vapour, which may be avoided by formulating it according to the present invention. Thus, it may have been possible previously to prepare stable but irritant .

W O 92/03W7 2 U 7 5 3 0 3 PCT/~B91/0141~

formulations of the active ingredients; formulations according to the present invention may avoid such irritancy. By active ingredient we mean both non-biologlcally and biologically active compounds. For example, the aceive ingredlents may be selected from insecticides, acarlcides, herblcldes, fungicldes, insect and plant growth rsgulators, pheromones, insect behaviour modifiers, biological control agents (e.g. viruses, bacteria and eggs of parasites), dyes, perfumes, flavours, bactericides, lubricants, medicaments, food supplements, paints, polishes, lacquers (including hair lacquer), textile treatments (including sizes), or other active ingredients which are limited in their use by their incompatibility with other active ingredients. Examples of incompatible actives include combinations of pesticldes selected from arthropodicides (insecticldes, acaricides), herbicides, fungicides or insect and plant growth regulators.
Exa~ples of incompatible pesticides are the pyrethroids and organophosphate insecticides, the pyrethroid and formamidine insecticides, ~-cyano-pyrethrold insecticides and thiazole anthelmintics, and pyrethroids and tributyl tin fungicides.

Examples of pyrethroid insecticides include those of the formula ~I) x O

f ~o c-P.

~ ~ ~ (I) where R is / Z
C~-C
\~ ~ L
/\
CN3 C~3 207~303 NO 92/03~47 PCT/GB91/01413 r\
or t~ R~
~C`'~
: R

and n ls 0 or 1, Rl is halo, CF3 or CHF2O, R2 is hydrogen or halo, and Z and zl are each independently selected from halo, CF3 and methyl, X is hydro~en or halo, and X is H, CN or C~CH
, C H O ~y~\~

--o~_C--CrzCrz{~

~,.,~, Examples of pyrethroids are 3-phenoxybenzyl-(lRS)-cis,trans-3-(2,2-dichlorovinyl-2,2-di- methyl- cyclopropane-l-carboxylate (permethrin), : (RS)-a-cyano-3-phenoxybenzyl-(lRS)-cis,trans-3-(2,2-dichlorovinyl)-
2,2-dimethylcyclopropane-1-carboxylate (cypermethrin) and its indivi-~,' ` .
', ',: .
'. ' '.
.~, . .

:

20753~3 dual lsomers such as the (lRS) cis lsomer (alphamethrin), (S)-~-cyano-3-phenoxybenzyl-(IR)-çL~-3-(2,2-dibromovinyl)-2,2-dimethyl cyclopropane-l-carboxylate (deltamethrin), or a reaction mixture comprising two enantiomeric palrs in approximately ratio 2:3 (S)-o-cyano-3-phenoxybenzyl-(IR)-çl~-3-(2,2-dichlorovinyl)-2,2-dimeth-ylcyclopropanecarboxylate and (R)-~-cyano-3--phenoxybenzyl (IS)-cis-3-(2,2-dichlorovlnyl)-2,2-dlmethylcyclopropanecarboxylate with (S)-~--cyano-3-phenoxybenzyl (IR)-trans-3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate and (R)-~-cyano-3-phenoxybenzyl(IS)-trans-3-(2,2-dichlorovinyl)-2,2--dimethylcyclopropanecarboxylate (beta-cyper-methrin), (RS)-~-cyano-3-phenoxybenzyl-(Z)-(IRS)-cis-3-(2-chloro-3,3,-
3-trifluoro propenyl)-2,2-dimethylcyclopropanecarboxylate (cyhaloth-rin) and a mixture of its (S)(Z)-(IR)-cis and (R)(Z)-(IS)-cis-iso-mers;
(RS)-o-cysno-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutyrate (fenvalerate) and the single (S), (S) isomer (esfenvalerate) (RS)-~-cyano-3-phenoxybenzyl (5)-2-(4-difluoromethoxyphenyl)-3-methyl butyrate (flucythinate), (RS)-~-cyano-3-phenoxybenzyl N(2-chloro-u,o,u-trifluoro-p-tolyl)-D- valinate (fluvalinate), (RS)-o-cyano-4-fluoro-3-phenoxybenzyl(IRS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-di-methylcyclopropanecarboxy late (cyfluthrin), (RS)-~-cyano-4-fluoro-3-phenoxybenzyl(IRS)-cis-trans-3-(2-chloro-2(4-chlorophenyl)vinyl)-2,2-dimethylcyclopropanecarboxylate (flumethrin), 2-methylbiphenyl-3-yl-methyl(Z)-(IRS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-l-enyl)2,2-dimeth-yl cyclopropane carboxylate (Bifenthrin);
the allethrins, for example (lRS)-3-allyl-2-methyl-4-oxocylopent-2-enyl (lR,3R)-2,2-dlmethyl-3-(2-methylprop-l-enyl)cyclopropanecarboxy-late (bioallethrin), (lS)-allyl-2-methyl-4-oxocyclopent-2-enyl (lR,-3R)-2,2-dimethyl-3-(2-methylprop-l-enyl)cyclopropanecarboxylate (S-bi-oallethrin), and mixtures of allethrin isomers (esbiothrin);
the resmethrins, for example 5-benzyl-3-furylmethyl(IRS, 3RS; IRS, 3SR)-2,2-dimethyl-3-(2-methyl-prop-l-enyl)cyclopropanecarboxylate (resmethrin) and 5-benzyl-3-furylmethyl (lR,3R)-2,2-dimethyl-3-(2-methylprop-l-enyl)cyclopropanecsrboxylate (bioresmethrin).

- 207~3~3 W O 92/03047 PCT/GB9l/~1413 Examples of organophosphate insecticides are:

0,0-dimethyl-0-3,5,6-trichloro-2-pyridylphosphorothioate (Chloropyri-fos-methyl) Examples of formamidine insecticides include N-methyl bis(2,4-xylyl-aminomethyl)amine (Amitraz). Examples of thiazole anthelmintics include 2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thlazole(levamisole).
Examples of fungicides include tributyl tin oxide.

Particularly preferred examples of incompatible actives in the formulations of the present invention include deltamethrin and chlorpyrifos methyl in an aqueous system.

Ihe f{rst phase is preferably dispersed within the second phase. The stablliser forms a barrier at the interface between the dispersed first phase and the second phase. The stabiliser is preferably a film-forming alkanol eg. an alkanol which can act as an evaporation retardsnt in an aqueous spray system as described in European Patent Speclfication 331474. It is preferably a primary alcohol; preferably wlth no more than one or two side substitutions selected from methyl, ethyl, trifluoromethyl and halo (e.g. fluoro or chloro), with such substitutions preferably remote from the alcohol group (preferably at least 7 carbon atoms away from the hydroxyl group), and preferably the alkanol is not substituted st all; preferably C16 20; preferably saturated; and preferably a solid at 27C, Octadecan-l-ol and, particularly, hexadecan-l-ol are preferred. Hexadecan-l-ol (also known as cetyl alcohol) is usually available commercially as a mixture with a minor propor~ion of octadecan-l-ol (stearyl alcohol) and such "cetostearyl alcohol" is quite satisfacto~y. Heptadecan-l-ol performs adequately but is much more expensive. Other highly effective film-forming agents include l-hexadecylamine, l-heptadecylamine and l-octadecylsmine. Less preferred film-forming agents include hexadecan-2-ol, 1,2-hexadecandiol, methyl stearate, stearyl acetate, methyl palmitate and 1,2-octadecandiol. N-alkoxyalkanols may be used, 2~753~3 W O 92/03047 . PCT/Gn91/01~13 ( 2)210C2H40H, CH3(CH2)2l0c3H6oH~ C~3(cH2)l7oc2H4oH or CH3(CH2)l50C2H40H, as may oxyethylene-docosanol and mixtures of any of the said film-forming compounds.

The emulslfier may be any suitable compound or mixture of compounds.
Cationic emulsifiers can be used, but they tend to irritate the user's eyes. AnionLc emulsifiers such as calcium dodecyl benzene sulphate (CDBS) or sodium d-isopropyl naphthalene sulphonate (SDNS) can also be used, but these are not as effective at stabilising the emulsion whilst maintaining evaporation recarding properties. Preferably, the emulsifler is a non-ionic compound, or mixture of non-ionic compounds, having an HL~ (hydrophilic/lipophllic balance) of 6-20 and preferably 8-18. Suitable compounds include polyoxyethylene stearyl ethers (PSE), polyoxyethylene monolaurates (PEM), polyoxyethylene mono-oleates (PMO), sorbitan mono-oleate (SMO), nonylphenol ethoxylate (NPE), polyethylene glycol (PEG) and blends of oleyl ethoxylate (10 mole), and PEG20 glyceryl oleate (OE/PGO).

These emulsifiers are available as follows:

Abbrev. Trade name Suoplier OE/PGO Tegoplant Th.
EMll Goldschmidt Ltd.
PSE Bri; 72, Brij 76, ICI Speciality Bri~ 78 Chemicals PEM Tween 20 ICI Speciality Chemicals SMO Span 80 ICI Speciality Chemicals PMO Tween 80 ICI Speciality Chemicals ., ~; ~ . . .

207~3~3 NPE Ethylan Lankro KEO,55,BV Chemicals ; Limited CD~S Arylan CA Lankro Chemicals Limited : SDN Aerosol OS Cyanamid GB
~, ~ Ltd.

:- The solvent, for the first phase, preferably has a low relative molecular mass, namely less than about 200. Suitable compounds include aromatic hydrocarbons, lower alkyl esters, lower ketones, lower alkanols and lower alksnes, the term n lower" ~eaning Cl 12 : preferably Cl 10 and more preferably Cl 8 , ; Particular solvents include the following, all available from Exxon . Chemicals Llmited;
,. .
~ "Solvesso 150n - An aromat$c hydrocarbon solvent (C9 to Cll) with a : distillation range 190 to 210C.
"Solvesso 200n - An aromatic hydrocarbon solvent (C10 to C12) with a - distillation range 226 to 290C.
nExxate 700n - Heptyl acetate 99~ pure, or Odourless kerosene - A mixture of high boiling non-aromatic ,: hydrocarbons consisting of paraffins and naphthenes with a - distillation range of 180 to 270C.

She first phase may comprise more than one active ingredient . . (optionally with a synergist or potentiator, which is regarded as an : active ingredient for the purpose of the Formula below), more than one solvent, more than one emulsifier and/or more than one stabiliser, togeeher vi~h D~her lngredLen~s such as perLu=es and dyes.

';

. .
.

.

., WO 92/03047 PCl /~ B9 1/01413 "

In A preferred aspect, the first phase of the formulation satisfies the formula :

mass of o~l DhAse s oil X ~xp ~ /4)+~ ln(AX ~]
mass of stabiliser Mstabiliser C
~, where L i9 less than or equal to lS, ~ - 700376, B - -1.51, C - 0.8472 oil is the weighted average relative molar mass of the oil phase ~stabiliser is the average molar mass of the stabiliser, and X - ( oil)l'8 :~ Y

,:
where Y is the molar solubility ratio of the formulation, defined as the minimum number of moles of oil phase which will dissolve the stabiliser, divided by the number of moles of stablliser, provided that, in the Formula above, any solvent which has no liquid phase at 27 C at atmospheric pressure is excluded.

The "oil phase" is the liquid non aqueous phase and will comprise one or more of the active ingredient, the solvent therefor and in so~e cases the emulsifier.

For the avoidance of doubt, and to clarify any ambiguities which may arise in the printing or copying of this specification, it is to be noted that the relational symbol in the Formula is n less than or equal to", ~Exp" means the exponential of what follows in brackets, "ln"
means the natural logarithm, i.e. log , L is divided by 4, X is raised to the power B, B is a negative value ~minus 1.51) and, in the definition of X, Moil is raised to the power 1.8.

Preferably L is less than 12, 10, or 8 and is most preferably less than 5. A distilled water spray has an "L" value of about 26, and most conventional diluted formulations have a value of about 22-30.

W O 92/03047 2 0 7 ~ 3 0 ~ PCT/GB9l/0l4l3 : - 9 -In the formulations of the invention, "L" can be set at a desired value in order to calculate the required ratios of the ingredients.

Hoil, the aversge moleculsr welght of the oil phase, ls the weighted aversge, i.e. taking into account the relative proportions of the ingredients.

The value ~yn, namely the molar solubility ratio of the formulation, may be derived empirically by making up at 40C a series of mixtures wlth different ratios of oil phase to alkanol, allowing the mixtures to cool to 27C, leaving the cool mixtures for at least 48 hours at 27 C, snd determining the amount, in moles, of the oil phase which is needed to dissolve completely a given amount of retardant, in moles.
- The former is then divided by the latter to give Y.

Preferred film-forming compounds include C16 20 saturat such 8S hexadecan-l-ol and C16 18 saturated amines.

Preferred emulsifiers and solvents for the first phase are as described hereinbefore for European Patent Specification 331474, which is incorporated herein by reference.
~' .~ The use of the formulations of the present invention will be dependent upon the nature of the active ingredients included within the -~. formulation but the formulations will commonly be used to control pesticidal infestations such as insec~, acarine or helminth or . microbial infestations. The application rate of the active :. ingredlents will correspond to the application rates of these actives when applied conventlonally for that particular use.
:
: A preferred formulation of the present invention contains 20~
- chlorpyrlfos methyl and 1% deltamethrin, cetyl alcohol being the stabiliser. This formulation is useful for the treatment of stored crops such as grain, in particular against insect pests, of the orders Coleoptera (e,g. Anobium, Ceutorh~nchus, Rhvnchophorus, Cosmo~olites, 2075~

Lis5s~hQ~trus, Mell~ethes, ~YpothlLemus, Hvlesinus, AcalYmma, Lema, PsYlllodes, Lept~notsrsa, Gonocephalu~, Agrio~es, Dermolepida, HeteronYchus, Phaedon, TrlbQliu_, Sltophilus, OrYzaephilus, RhYzoDertha, Proste~hanus, CrYp~oletes, Trogode~a, Tvpheae, Dlab~otlca, ~nh_nomus or Anth~enus spp.), Lepidoptera (e.g EDhestia, Mamestra, ~arlas, Pectinophora, Ostrl~la, TrichoDlusia, Pieris, Plodia, Sltotroga, CorcYra, LaphYgma, Agrotls, Amathes, Wiseana, TrvDorvsa, piatrae, SDorganothls, CYdia, Archips, Plutella, Chilo, Hellothis, Spodoptera or Tineola spp.), Diptera (e.g. Musca, Aedes, AnoDheles, Culex, Glossina, Simulium, Stomoxys, Haematobia, Tabanus, Hyd~otaea, Lucilia, Chrvsomia, Callltroga, Dermatobia, Gasterophilus, HYpoderma, HvlemYia, Atherigona, Chlorops, PhvtomYza, Ceratitis, Liriomy~ and Melophaeus spp.), Phthiraptera (Malophaga e.g. Damalina spp. and AnoDlura e.g. Linogna~hus and HaematoDinus spp.), Hemiptera (e.g. ADhis, Bemisia, Phorodon, Aeneolamia, Empoasca, Parkinsiella, Pyrilla, Aon~diella, Coccus, Pseudocoçus, Helopeltis, LYgus, ~y~dercus, OxYcarenus, Nezara, Ale~urodes, Triatoma, Psvl~a, MYSUS, Megoura, P~hYlloxera, Adelves, Nllo~arvata, Nephrotetlx or Cimex spp.), Orthoptera (e.g. ocusta, Gryllus, Schistocerca or Acheta spp.), Dlctyoptera (e.g. 31attella, Per~planeta or Blatta spp.) Hymenoptera (e.g. Athalia, Cephus, ~ , Solenopsis or Monomorium spp.), Isoptera (e.g. Odontotermes and Reticulitermes spp.), Siphonaptera (e.g.
Cte~çephalides or Pulex spp.), Thysanura (e.g. Lepisma spp.), Dermaptera (e.g. Forficula spp.), Pscoptera (e.g. PeriDsocus spp.) and Thysanoptera (e.g. ThriDs tabaci),. Acarine pests include ticks, e.g.
members of the genera Boophilus, Ornithodorus, Rhipicephalus, Amblvomma, HYalomma, Ixodes, HaemaDhYsalis, pe~macentor and Anocentor, and mites and manges such as Aca~us, Tvrophagus, GlycvDhagus, Tetranychu~, Psoroptes, Notoednes, Sarço~tes, Psorergates, ChorioDtes, Eutromb~ _, Demodex, Panonvchus, Brvobia, Eriophves, Blaniulus, poly~hagotarsonemus, Scutigerella, and Oniscus spp. and Periplaneta, Blatta, Blattella and Lapisma.

:

- 207~303 W O 92/0304~ PC~/GB91/01~13 The formulations of the pregent invention may be prepared as follows:

1) The first actlve is dlssolved in a solvent to form, or is itself, the first phase.

2) The stabiliser is dissolved into the first phase.

3) The second active ingredient ls dispersed in part of the second phsse.
4) The suractsnts are dispersed either lnto the first phase or ineo the part of the second phase containing the second active ingredient.

S) The first phase is then dispersed into that part of the second phase that does not contsin the second active ingredient.

: 6) The remainder of the second phase containing the second active ingredient is mixed with the mixture of the first phase and the other part of the second phase.

Step (6) is not carried out under high sheer conditions.
Therefore the second portion of the second phase simply combines .with the first portion of the second phase and the end result is a first-phase-in-second-phase dispersion or emulsion.

The present invention will now be described in more detail by way of the ~ollowing examples. Example 1 describes formulations according to the present invention containir.g pyrethro~d and an organophosphorus insecticide. Example 2 shows the result of tests to demonstrate the stability of formulations according to the present invention. Example 3 shows the results of biological tests on various insect pests.

1 2a7a333 ` W O 92/03047 . PCT/CB91/01413 j. - 12 ~xam~Le L Formulstions Ingredients ~ wJw .i chlorpyrifos methyl 19.lS
solvesso 150 l9.lS
water (deionised) 51.40 emulsifiers 2.00 Deltamethrln (20~ SC) 5.20 The deltamethrin ~20~ SC) contains deltamethrin (20~) in wa~er with surfactant, thlckening agents and biologlcal preservative.
The oil phase was prepared by dissolving cetyl alcohol in a solution of chlorpyrifos methyl in Solvesso 150 at a temperature up to 50C.
The emulsifiers were added to the water at 60C and the resultant aqueous solution cooled to 50C (aqueous phase).
The oil phsse was added to the aqueous phase at 50C with vigoro~s mixing and the resultant emulsion cooled to 20C.
A 20~ aqueous suspension of deltamethrin was added with stirrlng at r Example 2 - Stabillty testing Tests were carrled out on the stability of active ingredients in a - formulation according to the present lnvention (A) and in a two-phase ormulation that does not contain stabiliser (B).

Ltlon A Results . ~ A chlorpyrifos methyl/Deltamethrin Formulation with film forming agent was prepared in a similar manner to Example l above.

Typical Stability Data: chlorpyrifos methyl (CPMe) tests (figures +
104) ',~
. .

.

~ ~ W 0 9~/03047 20753~3 PCT/c~391/0141~

Time ln months 25 C 38 C 50 C
. (M) Initlal 100100 100 ~, 3 M or 4 M 101103 103 ~ 6 H 102100 103 r . ~ 12 M 10194 101 '' ~ Typical Stabillty Data : Delta~ethrin (DLTM) ; Time in months 25 C 38 C 50 C
(M) :. Inltial 100100 100 .'' ' ' .
: : 3 M or 4 M 96 99 98 ,,., ~ .
~. 12 M 98 94 76 ~i":'.'', . FormulatiQns_B - results ~ ~ A chlorpyrifos methyl/Deltamethrin Formulation without film forming :y: agent.

.- Typical Stabillty Dsta : CPME

Time in months 25 C 38 C 50 C
,. (M) . : Inltial 100 100 100 ., ' /

207~30~

Typical StabilLty Data : DLTM

TLme in months 25C 38C 50C
(M) Initlal lO0lO0 lO0 The results show formulations (B) without film forming agent are " relatively unstable.

Exa,,m"p~ Biological ,,testi~g Protocol: Appropriately water-diluted formulation was sprayed on to - 400 tonnes of grain at Wail, Victoria. It was applied to the grain ' , stream during turning at one litre spray per tonne. Treated grain was ,'~ sampled at lntervals by means of a vacuum probe. Bioassays were , conducted by holding lO0 adult insects on 150g or 300g grain. After 3 " weeks incubation at 25C, 55-60~ relative humidity the insects were sieved off and mortality counted. The grain was further sieved at 7, 9, and ll weeks to remove and mortality count adult progeny.

Ç ~ (1) 0.24:4.9mg~kg deltamethrin:chlor~yrifos-methYl : .
,~ Insects Months of 4 Progeny Progeny ; tested post-treatment Mortality numbers suppression storage living dead '-Sitophilus 0 lO0 0 4 99.8 oryzae l.5 lO0 0 0 lO0 3 lO0 0 0 lO0 4.5 lO0 0 0 lO0 6 lO0 0 0 lO0 , W O 92/03047 2 0 7 5 3 ~ 3 PCT/GB91/01413 Rhyzoperthn O 100 O 0 100 domlnlcs 1.5 100 O O 100 4.5 100 O O 100 Trlbolium O 100 O O 100 . castaneum 1.5 100 O 1 99.7 . 3 100 O O 100 4.5 100 O 1 99.5 6 100 O 4 99.0 : Queensland O 100 O O 100 . Tribolium 1.5 100 O 2 97 castaneum 3 99 0 O 100 279 4.5 99 O 1 99.7 6 100 O 4 99.0 Oryzaephilus O 100 O O 100 : surinamensis 1.5 100 O O 100 3 100 O 2 99.7 4.5 99 O O 100 6 95 O 1 99.9 Results show good control of insect pests for post-treatment storage up to 9 months.
:

Claims (10)

1. A pesticidal formulation comprising a two-phase formulation, the first phase of which comprises a first active ingredient, a stabiliser, and optionally an emulsifier or wetting or dispersing agent, and a carrier or solvent for the active ingredient; and a second phase immiscible with the first phase which comprises a second active ingredient and optionally an emulsifier or wetting or dispersing agent and a carrier or solvent for the second active ingredient.
2. A pesticidal formulation according to claim 1 wherein the first phase is a water immiscible phase.
3. A pesticidal formulation according to claim 2 wherein the second phase is a water phase.
4. A pesticidal formulation according to any preceding claim wherein the first and second active ingredients are physically and/or chemically incompatible when contained in a single phase.
5. A pesticidal formulation according to claim 4 wherein the incompatible actives include the pyrethroids and organophosphate insecticides.
6. A pesticidal formulation according to claim 5 wherein the insecticides are deltamethrin and chlorpyrifos methyl in an aqueous system.
7. A pesticidal formulation according to any preceding claim wherein the first phase of the formulation satisfies the formula:

where L is less than or equal to 15, A - 700376, B - -1.51, C -0.8472 Moil is the weighted average relative molar mass of the oil phase Mstabiliser is the average molar mass of the stabiliser, and where Y is the molar solubility ratio of the formulation, defined as the minimum number of moles of oil phase which will dissolve the stabiliser, divided by the number of moles of stabiliser, provided that, in the Formula above, any solvent which has no liquid phase at 27°C at atmospheric pressure is excluded.
8. A pesticidal formulation according to claim 7 wherein L is less than 5.
9. A pesticidal formulation according to claim 7 or 8 wherein the stabiliser is a C16-20 saturated alkanol, or C16-18 saturated amine.
10. Use of a pesticidal formulation according to any preceding claim to control pesticidal infestations such as insect, acarine or helminth or microbial infestations.
CA002075303A 1990-08-20 1991-08-20 Pesticidal formulations Abandoned CA2075303A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9018227.0 1990-08-20
GB909018227A GB9018227D0 (en) 1990-08-20 1990-08-20 Pesticidal formulations

Publications (1)

Publication Number Publication Date
CA2075303A1 true CA2075303A1 (en) 1992-02-21

Family

ID=10680932

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002075303A Abandoned CA2075303A1 (en) 1990-08-20 1991-08-20 Pesticidal formulations

Country Status (15)

Country Link
EP (1) EP0544751A1 (en)
JP (1) JPH06500324A (en)
AU (1) AU654965B2 (en)
BG (1) BG97459A (en)
BR (1) BR9106776A (en)
CA (1) CA2075303A1 (en)
CZ (1) CZ380692A3 (en)
FI (1) FI930692A (en)
GB (1) GB9018227D0 (en)
HU (1) HUT62432A (en)
MC (1) MC2231A1 (en)
NO (1) NO930132D0 (en)
PL (1) PL167656B1 (en)
WO (1) WO1992003047A1 (en)
ZA (1) ZA916557B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130150241A1 (en) * 2011-04-20 2013-06-13 Huntsman Petrochemical Llc Spray drift reduction agents comprising low hydrophilic-lipophilic balance surfactants
AU2018272316B2 (en) * 2017-05-25 2022-06-02 Upl Ltd A stable agrochemical composition and process thereof

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2095109B (en) * 1981-03-09 1984-07-18 Wellcome Found Insecticidal compositions
GB8515459D0 (en) * 1985-06-19 1985-07-24 Young Robert Co Ltd Parasitical compositions
WO1988006842A1 (en) * 1987-03-13 1988-09-22 Sumitomo Chemical Company, Limited Stable solid pesticidal preparation
GB8822937D0 (en) * 1988-09-30 1988-11-09 Nc Dev Inc Chemical formulations
CA1301642C (en) * 1987-03-30 1992-05-26 Howard Bernard Dawson Chemical formulations
WO1990003112A1 (en) * 1987-03-30 1990-04-05 Nc Development, Inc. Pesticidal control
JP2813611B2 (en) * 1987-10-14 1998-10-22 ダウエランコ Agricultural compositions based on latex
GB8804988D0 (en) * 1988-03-02 1988-03-30 Wellcome Found Sprayable formulations
US5049182A (en) * 1989-02-03 1991-09-17 Ici Americas Inc. Single-package agricultural formulations combining immediate and time-delayed delivery

Also Published As

Publication number Publication date
BR9106776A (en) 1993-08-17
NO930132L (en) 1993-01-14
FI930692A0 (en) 1993-02-17
FI930692A (en) 1993-02-17
ZA916557B (en) 1993-04-28
NO930132D0 (en) 1993-01-14
HU9203752D0 (en) 1993-03-29
AU654965B2 (en) 1994-12-01
EP0544751A1 (en) 1993-06-09
MC2231A1 (en) 1993-02-23
HUT62432A (en) 1993-05-28
JPH06500324A (en) 1994-01-13
WO1992003047A1 (en) 1992-03-05
CZ380692A3 (en) 1993-10-13
GB9018227D0 (en) 1990-10-03
PL167656B1 (en) 1995-10-31
BG97459A (en) 1994-03-24
AU8430991A (en) 1992-03-17

Similar Documents

Publication Publication Date Title
CA1252040A (en) Water-soluble pesticidal formulations
US4943307A (en) Plant-protective pesticidal composition
JP3855321B2 (en) Agrochemical composition
NZ241518A (en) Water insoluble pesticide encapsulated in polyvinyl alcohol to form water emulsifiable granules with an average particle diameter of 0.3 to 5mm
US5407920A (en) Treatment of wood and timber with pesticidal formulations
US4871766A (en) Oil-in-water pesticidal emulsion
US4814167A (en) Pyrettroid macroemulsions containing polyvinyl alcohol
IE51386B1 (en) Synergistic pyrethroid formulations and their preparation
US5527823A (en) Pesticidal formulations
HU204393B (en) Insecticide aqouos solutions containing piretroides as active components and microemulsion compositions containing former solutions
KR910007351B1 (en) Pour-on insecticidal compositions
BR0014834B1 (en) pesticidal and / or growth regulating compositions of harmful plants and / or insects and / or animals, non-ionic surfactant, crop treatment and / or protection process, public hygiene treatment and / or protection process or Household and wetting process.
US4362722A (en) Synergistic tickicidal compositions containing organophosphorus compounds and cyclopropane carboxylates
EP0237227A1 (en) Insecticidal compositions
CA2075303A1 (en) Pesticidal formulations
JPH0524121B2 (en)
GB1592056A (en) Synergistic parasiticidal compositions
AU635747B2 (en) Pesticidal compositions
CA1167764A (en) Insecticidal compositions
JP3761593B2 (en) Agrochemical composition
EP0235979B1 (en) Pesticidal formulations
WO1990003112A1 (en) Pesticidal control
CN1088975C (en) Pesticidal methods and compositions
JPH02104508A (en) Stable agricultural chemical composition
RU2126207C1 (en) Pesticide substance in the form of water-emulsifiable granulate

Legal Events

Date Code Title Description
FZDE Discontinued