CA1073349A - Insecticidal compositions which exhibit a synergistic effect - Google Patents

Abstract

Abstract of the Disclosure Insecticidal compositions are described which contain a combination of at least two of the four following active materials (a), (b), (c) and (d):
(a) 0,)-dimethyl 0-(2-methoxycarbonyl-prop-l-enyl) thiophos-phate, (b) 0,0-dimethyl S-(4-aza-6-chloro-2-oxo-benzoxazol-3-yl)-methyl thioposphate, (c) 0,0-dimethyl-0-(3-methyl-4-nitrophenyl) thiophosphate and (d) an ortho-substituted phenyl N-methylcarbamate, and may also contain adjuvants. These compositions show pronounced synergistic insecticidal activity against various insect families.

Description

1~7~3~9 The present invention relates -to new insec-ticidal compositions which are mixtures exhibiting a synergistic e~fect and which comprise at least two active materials chosen from amongst:
(a) O,O-dimethyl 0-(2-metho~carbonyl--prop-l-enyl) thiophos-phate, hereinafter re~erred to as DMPTP, (b) O,O-dimethyl S-~4-aza-6-chloro-2-oxo-benzoxazol-3-yl)-methyl thiophosphate, hereinafter referred to as AZAMETHIF~IOS, (c) O,O-dimethyl 0-(3-methyl-4-nitrophenyl) thiophosphate, hereina~ter referred to as FENITROTHION and (d) ortho-substituted phenyl N-methylcarbamates.
By "a mixture exhibiting a synergis-tic ef~ect" there is here to be understood a combination o~ at least ~wo active materials, the efficacy of which exceeds, in respect o~ its intensity, the expected sum of the e~ficacies of each of these active materials.
It is known that the synergistic e~fect of such a combination is not subject to any rule and is completely unforeseeable. It has now been found that, surprisingly, the mixtures of two of tale said active materials possessed a substantially higher insecticidal efficacy than would be expected from the sum of the individual efficacies.
This phenomenon in particular makes it possible to reduce the use doses of the insecticidal materials~ which is of undoubted economic value and is an advantage from the point of view of the safety of the users.
In a preferred ernbodiment, tlle present invention

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33~9 provides insec~icidal compositions comprising:
A. a combination of at least two of -the following four active materials:
(a) O,O~dimethyl 0-(2-me-thoxycarbonyl-prop-1-enyl) thiophos-phate, otherwise referred to as DMPTP, (b) O,O-dimethyl S-(4-aza-6-chloro-2-oxo-benzoxazol-3-yl)-methyl thiophosphate, otherwise referred to as AZ~METHIPHOS, (c) O,O-dimethyl 0-(3-methyl-4-nitrophenyl) thiophosphate, otherwise referred to as FENITROTHION and (d) an ortho-substituted phenyl N-methylcarbam&te, and B, optionally, an adjuvant chosen ~rom amongst foodstuffs, surface-active agents, dyestu~s, pigments, stabilisers t solid diluents, liquid diluen-ts and propellants which are compatible with the active materials used.
O,O-Dime-thyl S-[4-aza-6-chloro-2-oxo-benzoxazol-3-yl]-methyl thiophosphate (b) can also be called O,O-dimethyl S-[6-chloro-oxazolo(4,5-b)-2(3H)-pyridin-3-one]-methyl thio-phosphate.
The ortho-substituted phenyl N-methylcarbamate ~d) preferably has the followlng formula:

CH3-~H-CO_o ~ (I) in which R represents an alkyl radical containing 1 to 5 carbon atoms, an alkoxy radical containing one to ~our carbon atoms, a propargyloxy radical, a dialkoxymethyl radical in . .: . ~ . -;
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which the alkoxy group is as de~ined above or is a dioxolanyl, dioxanyl or benzodioxanyl radical~ -these three latter radicals being optionally substituted by one or more methyl radicals, The ortho-substituted phenyl N-methylcarbamate (d) can be chosen, for example, from amongst the following compounds:
ortho-cresyl N-methylcarbamate, 2-ethyl-phenyl N-methyl-carbamate, 2-isopropyl-phenyl N-methylcarbamate, 2-tertiary butyl-phenyl N-methylcarbamate, 2-sec-butyl-phenyl N-methyl-carbamate, 2-tertiary amyl-phenyl N-methylcarbamate~ 2-methoxy-phenyl N-methylcarbamate, 2-ethoxy-phenyl N-methylcarbama-te, 2-isopropoxy-phenyl N-methylcarbamate (otherwise re~erred to as ARPROCAP.B), 2-isobutoxy-phenyl N-methylcarbama-te, 2-tertiary butoxy-phenyl N-methylcarbamate, 2-sec.-butoxy-phenyl N-methylcarbamate, 2-propargyloxy-phenyl N-me-thylcarbamate, 2-dimethoxyme-thyl-phenyl N-me-thylcarbamate, 2-diethoxymethyl-phenyl N-methylcarbama-te, 2-(1,3-dioxolan-2-yl)-phenyl N-methylcarbamate (otherwise referred to as DIOXACARB), 2-(4-methyl-1,3-dioxolan-2-yl)-phenyl N-me-thylcarbamate, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)-phenyl N-methylcarbamate, 2-(1,3-dioxan-2-yl)-phenyl N-methylcarbamate, 2-(4-methyl-1,3-dioxan-2-yl)-phenyl N-methylcarbamate, 2,2-dimethyl-1,3-benzodioxol- r ~-yl N-methylcarbamate (otherwise referred to as BENDIOCARB), 2~2-dimethyl-dihydrobenzofuran-7-yl N-methylcarbamate (other-wise referred to as CARBOFURAN) and 4~benzothienyl N-methyl-carbamate (o-therwise referred to as MOBAM).
Amongst these, it is generally preferred to use ARPROCARB, DIOXACARB and/or BENDIOCARB.

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The ra-tio of the active materials in the combination A is preferably from 0.2 to 5 parts o~ one ~or each part of the other.
The compositions according to the invention can assume all the kno~m ~orms; they can, for example, constitute an insecticidal liquid, an aerosol formulation, an insecticidal dusting powder, a wettable powder~ an emulsiflable liquidl a bait or a baiting agent.
An insect cidal liquid comprises, for example, be-tween 0,2 and 20% of the combination A, calculated relative to the wei~ht of the liquid, this proportion being preferably between 0,5 and 10%; the remainder consists of a solven-t or a solvent mixture which is compatible with the constituen-ts o~ -the combination A and which can in particular com~rise a satura-ted hydrocarbon, an aromatic hydrocarbon, a ketone compound and!or an ester o~ a carboxylic acid.
~ aerosol formulation comprises, for example, between 0.2 and 60/o of combination A, calculated on the weight o~ the formulation, this proportion being preferably between 0,5 and 3%; -the remainder consists, on the one hand, of a soivent or solven-t mix-ture which is liquid at ambient tempera--ture and pressure and which can in particular comprise a chlorinated hydrocarbon and/or a saturated hydrocarbon and/or an aromatic hydrocarbon, and, on the other hand, a propellant, which is gaseous at ambient temperature and pressure , such as butane, isobutane, propane, dimethyl ether, carbon dioxide~
nitrogen, nitrous oxide, trlchlorofluoromethane, dichlorodi--. ~ .
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fluoromethane, 1,2-dichloro-1,19 2,2--tetrafluoroethane, tetra-fluoromethane and/or octafluorocyclobu-talle Preferably such a formulation contains betweell 20 and 80% by weight of propellant.
An insecticidal dusting powder comprises, for example, between 0.5 and 10% of the combination A, calculated on the total weight of the powder, this pro~ortion being preferably between l and ~%; the remainder consists of a material which is inert towards the constituents of the combination A, is pulverulent, and consists of or contains a talc, kaolin, a dry clay, a fossil silica, a synthe-tic silica, a natural non-fossil silica, vermiculite, a magnesiwm silicate, an aluminium silicate, a calcium phosphate, calcium carbonate, wood flour, soya flour and/or nutshell flour.
A wettable powder comprises, ~or example7 between l and 40% of the combination A, calculated on the total weight of the powder, this proportion being preferably between 2 and 20%; the remainder consists of a material ~rhich is inert towards the constituen-ts of the combination A, is pulverulent, is able completely to absorb the composition and can, in particular, comprise the materials enumerated above .with regard to the dusting powder; in addition, the wettable powder con-tains one or more surface-active agents chosen so as to impar-t to the powder a wettability and a suspensibility in water at least e~ual to, for example, that defined by standard specifications SIF/9 R2 and SIF!lO R2 of the World Health Organisation.
An emulsifiable liauid comprises, for example 7 between ,, : ;, .
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2 and 30% of the combination A, calculated on the total weight o~ the liquid, this proportion being preferably between 5 and 20%; the remainder consists of one or more surface-active agents intended to permit good dispersion in water and good stability as an emulsion; the remainder can also option-ally contain a solvent or solvent mixture which can in particular comprise a saturated hydrocarbon and/or an aromatic hydrocarbon and/or a chlorinated hydrocarbon The propor-tion of surface-active agent in such an emulsifiable li~uid is approximately between 5 and 30%.
An insecticidal bait comprises, for example, between 0,2 and 6% of the combination A, calcula-ted on the ~otal weight of the bait, this proportion being preferably between 1 and ~%; the remainder consis-ts of one or more edible sub-stances such as, in particular, sugars, cereal flours, milk powder, meat meal or fish meal , and flours and starches derived from tubers; the remainder can furthermore comprise luring agents and/or absorbent inert fillers and/or binders such as vegetable or mineral oils, colophony, vaseline or para~fin A baiting agent com~rises, for example, between 2 and 50% of -the combination A, calculated on the total weight of the bait, this proportion being preferably between 10 and 50% if the agent does not contain volatile solvent, the remainder then being a diluent such as a vegetable or mineral oil, which may contain a material at-tractive to the insects to be destroyed; alternatively, the said proportion of combina-tion A is preferably between 2 and 30~' if the agent contains . , ,' . ' ~ :
: , ' ' : , .: . -0~3349 a volatile solvent, such as, in particular, methylene chloride, isopropanol, methanol, ethanol, acetone, methyl acetate, dioxane, tetrahydrofurane, ethyl acet~te, 2-methoxy-ethanol and 2-methoxy-ethyl acetate; the presence of such a solvent ~acilitates -the distribution of the agent in or on the food-stuff which is to serve as the bait.
Each of these forms can advantageously contain a dye-stuff, a pigment and/or a stabiliser for the active materials, such as magnesium carbona-te, buffer salts having a p~ of between 6 and 7, epoxidised compounds and fatty monoesters of sorbitan, A liquid form can optionally be supported on a porous or fibrous material, such as a cardboard or a foam rubber or a synthetic pol~Jmer.
The synergistic effect of the compositions according to the invention is illustrated by the experiments described below, The present invention also relates to a new process for combating harmful insects, this process consisting of trea-tin~ the infested areas wi-th an insecticidal composition described above which preferably comprises be-tween 0,2 and 10% of the active combination A, this proportion being calcula-ted on ~he total weight o~ the composition.
EXPERIMENT A
. .
The following homogeneous liquid compositions Al, A2 and A3 were prepared by simple mixing of the constituents at a -temperature of 80C.

- " ' ' ~ 3~3 The amounts of components in the compositions use~
in this and all following experiments and examples are given in percent by weight of the total weight of the composition.

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Composition Al A2 A3 Azame-thiphos 17.~ _ 8.7 Fenitrothion _ 17.4 8.7 ._ _ _~ __ Laurone 15.0 15.0 15.0 dibutyl phthalate 63,2 63.2 63.2 e~o1xldised soybean 4,4 4, L~ 4 . 4 Each o~ these compositions was used to impregnate rectangles (10 cm x 20 cm) o~ cardboard, reference LA 10 R, from Papeteries de Lana, France having a thickeness of 0.6 mm and a weight of 250 grams per s~uare metre. Each rectangle was thus impregnated with 6.8 grams of composition.
Tests of the insecticidal efficacy were carried out periodically on insects of the species Blattella germanica which were placed on one of the rectangles for one minute and were then placed under observation in aerated ~ride-mouthed bottles; every hour~ the cumulative propor-tion of insects in a s-tate of dorsal decubitus (KD %) was noted. For each composition, 5 rectangles were used and on each of these 10 insects were placed, making a total of 50 insects tested per composition The table which follows indicates the results recorded ~ g _ : . . . . . ..

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lOq33~9 Periods Time KD ~
in days in hours Al A2 A3 ... _ ~
Expected Observed . ..__. ~ ~

3 64 O 32 93 . . 4 83 9 46 100 ~ ._ .. ~ ",~
1 13 O 6.5 12 7 2 19 2 10.5 41 3 31 4 17.5 62 L~ 42 4 23 77 1 1 1 ~ 6 ~ 1 43 3 43 2 22.5 90

4 52 4 28 90 ... ... _ __ ..... '~
1 7 O 3.5 40 32 16 82 28.5 8724 . ~_ _57 13 35 8Z

Secondly, the procedure described above was followed but using insects of the species Periplaneta americana.
The results recorded are s~mmarised in the table which ~ollows:

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Periods Timë . ~ .
in days in hours Al A2 _ _ _ _ Expecte~ Observed 7 ~ ~ 9 1 ~
3 40 12 26 82 r =. 4 58 20 39~_ ~go ~_ 1 9 O 4,540 _ _ 4 72 20 46 96 EXPERIMENT B
The procedure of Experiment A was followed, but using the following homogeneous li~uid comp~sitions Al, B2 and B3:

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Al B2 B3 Azamethiphos 17.4 _ 8.7 Dioxacarb _ 17,4 8.7 ~ _ ~ . __ Laurone 15,0 15,0 15,0 ..
dibutyl ph-thalate 63~2 60~6 61~9 sorbitan oleate 7.0 3.5 Gp~xi~i~se~ so~b~ 4r4 _ 2~2 The experiments were carried out on compositions B2 and B3. The table which fcllows indicates the resulls recorded on the species Blattella germanica in comparison with those already recorded using composi-tion Al.

.. _ . , _ . ~ l Periods Time KD %
in days in hours _ ~ _ Al B2 E 3 . . Expected Observed __ 10 2 6 2-0-- ~
1 2 63L8~ 2 20 41 _ _ 4 83 2 42~5 61 ~ 16 8 1 - lO _ g _ 3 43 8 25~5 48 . . . ... _ ___ __ 17 O 3~5 26 349 0 24~5 76 _ ~ . L~_ 57 O 28~5 82 ~ 12 ~
.. .... ~ . - -. -~3349 The table which follows indicates the results recordedon the species Periplaneta americana.
_ _ . .
Periods Time KD %
in days in hours Al B2 B3 Expected Observed _ ,~ , , __ . ___ , 1 18 60 39 80 .

., __ _ __ _ _ _ 1 9 83 ~6 71 2 32 g6 64 100 , .... . ._ ~ _ _ .~

2 30 69 49. 5 96 3 52 77 64~ 5 100 _ 4 60 78 69 __ EXPERIMENT C
The procedure of Experiment A was followed, but using the following homogeneous li~ùid compositions B2, A2 and C3:

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Dioxacarb 17.4 _ 8.7 Fenitrothion _ 17.4 8.7 .~_v_ __ Laurone 1500 15,0 15.0 dibutyl phthalate 60.6 63.2 61.9 sorbitan oleate 7.0 _ 3.5 epoxidised soybean oil _ _ 4. 4 2. 2 The experiments were carried out on composition C3.
The table which follows indicates the results recorded on the species Bla'-tella germanica in comparison with those already recorded using compositions B2 and A2.

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Periods Time _ in days in hours B2 A2 C 3 Expec-ted Observed ~Z ~ ~ i T :~
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The table which follows indicates the results recorded on the species Periplaneta americana.
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Periods Time _ ~ _ ..
in days in hours B2 A2 ~ r . ~
Expected Observed . . ... .. __ . _ _ ... __ __ l 60 O ~0 66 ; ~ 2 1 lOO I l0 ~ 65~ lOO

_ ~. . _ _ __ _ ~0 69 lO 39.5 7L7~
3 77 12 4~.5 76 4 78 l6 ~7 _ 76 .

EXPERIr~ENT D
The following compositions Dl, D2 and D3 were prepared in aerosol containers :

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~ _ r Composition Dl D2 ~ D3 _.. ~ ~ _~
Azamethiphos 2 _ l Dioxacarb _ 2 1 . ~ . _ ..... ~ ~_ ~
dibutyl phthalate 4 4 tetrahydrofurane 2 2 2 tertiary butanol 0.5 0.5 0.5 methylene chloride 25,5 25.5 25.5 trichlorofluoromethane 33 33 33 dichlorodlfluo.romet,hane 33 33 33 The contents of each of these containers was dis-cribu-ted, by spraying, over one of the faces of glass plates of size 20 x 10 cm, at the rate of 800 mg per plate. 5 plates for each composition were prepared in this way; insecticidal efficacy tests were carried out periodically on insects of the species Periplaneta americana which were placed on the treated face of -the plates for one minute and were then placed under observation in aerated wide-mouthed bottles; every 15 minutes the cumulative proportion of dead insects or insects in a state of dorsal decubitus (KD %) was noted; 10 insects were placed on each plate, making a -total of 50 insects per com-position, The table which follows indicates the resul-ts recorded :: ,, . ;~ '`' ," " ,~

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_ _~ . . ._ Periods Time KD %
in days in minutes Dl D2 = D 3 =

_ Expected Observed _ _ ~ .

¦ 8 l 60 ¦ 7B ¦ 100~ 7-. ~ 100 .. _~_ 15 . O O . _ ~
4 59 31.5 56 ~ _ . ,. . _ _, EXPERIMENT E
The procedure followed was as in Experiment D, using the following composi-tions E1, E2 and E3, in aerosol containers, and treating the insects species Blattella germanica:

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~ _____ __ __ Composition El E2 E3 __.___ _ ___~., _ __ ~
Azamethiphos 2 .
Fenitrothion _ 2 .. , _, . ,,,_,_, , _ tetrahydrofurane 2 2 2 methylene chloride 26 26 26 trichlorofluoromethane 35 35 35 dichlorodifluoromethane 35 35 35 m e insecticidal tests were carried out 3 days after -the preparation of the plates and the results (KD %) were recorded as follows:
_ __,. ~ , Time in KD %
minutes _ __ El E2 .
Expected Qbserved , , ., _ __, _ . _ _ 0 0 L~3 18 53 35.5 105 20 64 L~2 135 25 84 54.5 150 . 28 89 58.5 _~ ____~ _ Y_ . . , , ~ "

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EXPER.IMENT F
The procedure followed was as in E,Yperiment D, using the follo~ing composi-tions E2 9 F2 and F3, in aerosol containers, and treating the insects species Blattella germanica:

. ~ ~__ _ , . Composition E2 F2 F3 . .
_. . ~ _ ,. _ Dioxacarb _ 2 Fenitrothion 2 _ l ~ _ tetrahydrolurane 2 2 2 methylene chloride 26 26 26 -trichlorofluoromethane 35 35 35 dichlorodifluoromethane 35 35 35 . The insecticidal tests were carried out 3 days after the preparation of the plates and -the results (KD %) were recorded as follows:

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Time in KD %
minutes ~ ~ ~ _ Expected Observed _ . _ ___ _ ____.
O 14 7 :13 0 15 7~ 5 30 4 19 11.5 65 105 64 21 42. 5 85 150 89 24 56.5 95 EXPERIMENT G
. _ The procedure followed was as in Experiment D, using the ~ollowing compositions El, F2 and G3, in aerosol containers, and treating the insects species Blattella germanica:

. .. ~ . . _ __ _ Composition El F2 G3 -~ _ _~ _ ,.
Azame-thiphos 2 _ 1 Dioxacarb _ 2 , . . ~ ,.. _ tetrahydrofurane 2 2 2 methylene chloride 26 26 26 trichlorofluoromethane 35 35 35 hlorod~fl~ 7me~b~.o 35 35 .. .. ~ " :.
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~, , ,,, ' .. ;' , ~73~4~9 The insecticidal tests ~rere carried out 3 days after the preparation of the plates and the results (KD %) were recorded as follows:
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Time in KD %
minutes _ _ El F2 Expected Observed _ ~ _ __ ~
o 14 7 9 2 15 8.5 14 ~7 lg 13 30 18 19 18,5 L~5 105 20 21 20.5 ~5 135 25 24 24,5 50 EXPERIMENT H
The procedure followed was as in Experiment D, using the following compositions H2, E2 and H3, in aerosol containers, and treating the insects species Blattella germanica :

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Arprocarb 2 _ 1 .; Fenitrothion _ 2 . ... ~ ... ~ .
tetrahydrofurane 2 2 2 methylene chloride 26 26 26 trichlorofluoromethane 35 35 35 dl-blclo-i~Luo~o~h~_ 35 35 35 The insecticidal tests were carried out 3 days after the preparation of the plates and the results (~D %) were recorded as ~ollows:

-- . _ . . __ __ Time in KD %
minutes ~

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. ~xpected. ObservQd _ .. _ ~ . ~ ____ 3 L~3 23 69 - ~ 17 B9 53 _ _ .. . .
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EXPERIMENT I
The procedure followed was as in E.xperiment D, using the following compositions El, H2 and I39 in aerosol containers, and treating the insec-ts species Blattella germanica :

. Comp~ t~on_ El ~ H2 ~
__. . ,~ __ Azamethiphos 2 _1 Arprocarb _ 21 , ~ _ _ ~
tetrahydrofurane 2 2 2 me-thylene chloride 26 26 26 trichlorofluoromethane 35 35 35 dlchlorodifluoromethane 35 35 35 The insec-ticidal tests were carried out 3 days after the preparation of the plates and the results (KD %) were recorded as follows:

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Time in ~D %
minu-tes _ ~ .
El H2 I3 Expected Observed .~ __ _ . _~ .__ 7 O 3.5 52 90 18 5 11.5 64 13525 14 19.5 6g 50 28 17 22.5 76 EXPERIMENT J
__ The procedure followed was as in Experiment D, using the following compositions J2, E2 and J3, in aerosol con-tainers~
and treating the insects species Blattella germanica:

. . ._~__ _ _ _ . _ Composition J2 E2 J3 _~ . . ~_ ~ ._ .
Bendiocarb 2 _ Fenitrothion -_ 2 ~ . .
te-trahydrofurane 2 2 2 methylene chloride 26 26 26 trichlorofluoromethane 35 35 35 di~ lo~ ruor~n~ ~h~r~- 35 35 35 - 24 ~

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The insecticidal tests were carried out 3 days after the prepara-~ion of the plates and the results (K~ %) were recorded as follows:

._ . _ . ~ . ~
Time in KD %
minutes _ _ . ~ ._ . J2 E2 J3 Expected Observed ~ . , __ ~ . .__ o O O g O ~ 2 55 O 43 21.5 68 120 2 ?3 3'7.5 94 135 3 84 43.5 9~
89 47 . 100 EXPERIMENT K
The procedure ~ollowed was as in Experiment D, using the following compositions El, J2 and K3, in aerosol containers, and treating the insects species Blattella germanica :

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Composition ~1 J2 K3 __ Azamethiphos 2 _ 1 Bendiocarb _ 2 1 , .. _. .~ ~ __ ___ te-trahydrofurane 2 2 2 methylene chloride 26 26 26 trichlorofluoromethane35 35 35 d~chlo~di'l~:o~o~e~an 35 35 35 The insecticidal tests were carried out 3 days after the preparation of the plates and the results (KD %) were re~,orded as follows:
. __ . ._ __ _ Time in KD ~O
mi.nutes . . ._ ~_ El J2 K3 Expected - Observed __, ~._._.__ _ __ ~ .. _ 7 O 3.5 24 75 15 O 7.5 29 90 18 1 9.5 42 12025 2 13.5 51 50 28 5 16.5 57 ~ 26 -. . . . .:
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lOr~;~ 349 EXPERIMENT L
The following three compositions Ll 7 L2 and L3 were prepared in an aerosol container :

__ _ Composition Ll I,2 L3 , _ _ ~ ~ _ Azamethiphos 1 _ 0.5 Fenitrothion _ 1 0.5 _ _ ~ ~
methylene chloride 19 19 19 trichlorofluoromethane 4 L~o 40 dichlorodifluoromethane. 40 . 40 40 ._. . ~. _ .
These compositions were each tes-ted on one hundred insects of the species Musca domestica, 5 -co 7 days old, flying ~reely in a room of size 28 m3. For each test, a weig~-t of 4 grams of composition was vaporised into the atmosphere of the room and every three minutes the number of insects knocked down was noted. The operation was repeated five times for each composit.ion, representing a -total of 500 ~ 50 insects per composicion.
~ The cumulative proportions of insec-ts knocked down (KD %) are shown in the table which follows:

Time in KD %
minules ... _ ,.......... . .
Ll L2 L3 Expected Observed _ _ ~_ _ _ _ __ 6 10.5 20 24 32 11 21,5 45 .

L~216 2g 58 .. _ _ EXPERIMF.N M
The procedure followed was as in Experiment L, using the ~ollowing compositions Ll) M2 and M3, in aerosol con-tainers:

._, ., ~ . . _ .. ~
Composition Ll.. . M2 M3 . . ._ . . _~ ~
Azamethiphos 1 _ 0.5 Dioxacarb . 1 1 0.5 _ _... _ - , methylene chloride 19 19 19 trichloro~luoromethane 40 L~o L~o dichlorodifluoromethane 40 40 40 The resul-ts (KD %) recorded are shown in the table below:

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1~733~9 ~_ ~ _~___ ___ Time in K~ %
minutes ___ ~ r~
Ll M2 M3 .__ _~
Expected Observed . . __ . __ ___ . 12 11 4 7.5 11 6 10,5 17 18 20 9 14.5 24 24 32 17 24.5 39 27 37 22 29,5 47 - . _ _ _ 42 1 25 33.5 55 EXPER_MENT N
The procedure followed was as in Experiment L~ usin~
the following compositions L2, M2 and N3, in aerosol containers:

, , . _ . ..................... __. .
Composition . L2 . M2 . N3 . _ , _ _ .. _ _ , .. _ . Fenitrothion 1 1 0.5 . Dioxacarb _ 1 0.5 ___ _ , methylene chloride 19 19 19 trichloro~luoromethane 40 L~o 40 d i5nl ~rod'f ~lo= o~ ne 40 40 40 The results (KD %) recorded aré shown in the table below:

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Time i~ KD %
minutes ~ ~ ~
L2 M2 _ _ ~ 3 Expected Observed ~ ____ __ _. ~ . , 152 6 4 4.5 11 18 ~ 9 8.5 15 27 13 22 17.5 30 30 16 25 20.5 3l~

The following three formulations 01, 02 and 03 were prepared by intimately mixing the constituents and passing the mixture through a pin mill so as to obtain powders of which less than 0.05% is retained on a 50 micron screen :
, . _, _ , ...
Composition 01 02 o3 .. ,._ _ _ ~ _ .
. Azamethiphos 2.5 _ 1~25 Dioxacarb _ 2,5 1.25 ____ _ talc 97.5 97.5 97.5 ~ Insecticidal efficacy tests were carried out on insects of the species Aphis fabae which were placed in Petri dishes at the rate of twenty insects (+ 10%) per dish. Twelve `:
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dishes were used, ot` ~7hich 4 had been treated with powder 01 at a dose of 0 5 milligram per square centimetre, 4 others with powder 02 and the last 4 with powder 03 at the same dose Every three minutes, the percentage of apparently dead insects was noted. The table below indicates the cumulative percentages no-ted each time.

, _.
Time in KD /~
minutes ~ .

. _. _ _ Expected Observed 21 ~ 2 3 13 2~ ~ 3 4.5 21 . 30 23 9 16 50 - EXPERIMENT P
, . .
- The procedure followed was as in Experiment D, using the following compositions Pl, P2 and P3, in aerosol containers, and treating the insec-ts species Blattella germanica :

r ' ' , '' ' . ' ' 10~34 __ _ __ Pl P2 P3 ._ ~ ~ . . . , ... __ D~PTP 2 _ 1 Dioxacarb _ 2 1 ~. _~ _ _ dibutyl phthala-te 4 4 4 tetrahydrofurane 2 2 2 tertiary bu-tanol 005 0.5 0.5 methylene chloride 25.5 25,5 25.5 . trichlorofluoromethane 33 33 33 dichlorodifluoromethane 33 33 33 _ The tests were repea-ted periodically on the same plates, The table below indicates the results recorded.
. . ~ ~ ~
Periods Time in KD %
in days minutes _ _ . Pl P2 P l Expected Observed __. ___-7 ~ _ _ _, ____ . . _ . . ~

2 30 5996 77.5 96 L~5 83100 91.5 100 __ _ .. __~ _~_ e _ _ _ ,___ ~__ ___ __ __ 263 32.5 74 . 60 697 51,5 _ loo ,. ~ ' , :, ~ , . .. ..

. : .: .. . .
., , ~ . ,, 3~

In addi-tion, the procedure described above was followed but using insects of the species Periplaneta americana.
The results recorded are summarised in the table below:

~ ... _.
Periods Time in KD %
in days minutes r~
Pl P2 P3 . .... ..
Expected Observed ~ . ___ _ ~ .. . _____ 2 30 691 l~8.5 100 18100 59 _ 45 _ 72.5 _ ~ __ , ,,,_ _ .___ _ .
. 15 0 39 19.5 48 _ 60 ___ _- ._ ,, ~___ . . _. ., __ 14 100 57 _ . . 60 30 _ _ _ EXP~RIMENT Q
The procedure followed was as in Experiment D, but using the following compositions Pl, Q2 and Q3 in aerosol containers:

: .
.
.
..... . .
, '' ` ,-, , , . .:
.

~ 34~

~ _~ _ ~ .
P _ _ Q2 Q3 DMPTP 2 ._ 1 .
Fenitrothion _ 2 1 . . _ . _~ _~
dibutyl phthalate ~ L~ ~
tetrahydrofurane 2 2 2 tertiary butanol 0.5 0.5 0.5 methylene chloride 25.5 25.5 25.5 trichlorofluoromethane 33 33 33 - Od~ A~ ~0 ~n~ 3 = 33 33 The tests were carried out on compositions Q2 and Q3, The table below indicates -the results recorded periodically on the species Blattella germanica in comparison with -those already noted when using composition Pl.

Pèriods Time in in days minutes Pl Q2 Q3 Expected Obs~,rved . _ __ -- . . _ . .. . __ ........ _ ~5 98 48 73 91 '1 60 100 72 86 93 _ 94 97 99 120 . r 9 8 10 0 . 60 6 42 24 34 . ~ _ 150 3~ 96 65 100 - ~4 -. .. . . . ..

. .~. :' '. '' : . '' "

~3~9 EXPERIMENT R
. .
The procedure follGwed was as in Experiment D, but using the following compositions Pl, R2 and R3 in aerosol containers:

- ~ ~ Pl R2 ~3 DMPTP 2 _ 1 Azamethiphos _ 2 1 ~ , _. . ~_ dibutyl phthaiate 4 4 4 tetrahydrofurane 2 2 2 tertiary butanol 0.5 0.5 0.5 methylene chloride 25.525.5 25.5 tr.lchlorofluoromethane 33 33 33 dichlorodifluoromethane 33 33 33 The tests were carried out on compositions R2 and R3.
The table below indicates the results recorded periodically on the species Periplaneta americana in compari-son with those already noted when using composition Pl.

: - :
- . .~
, . ~ .
,: .

~07~3~

.~ . . , . .. ~
Periods Time in KD %
in days minutes Pl R2 R3 Expected Observed ~ __ _ ~
2 26 lL~ 46 1 30 8 78 ~3 100 24 100 62 _ ~0 46 _ 73 ~_ ......... _. . _ ~ .

8 30 4 74 39 ~0 7 96 51.5 100 ~0 100 60 The result~s of the preceding experiments show that -the efficacy, at equa~ total content o~ active material, is greater when a mixture of two compounds is employed than when one or other of these compounds is employed separately.
EXPERIMENT S
The procedure followed was as in Experiment D, using the following compositions Sl, S2 and S3,in aerosol containers, and treating the insects species Periplaneta americana:

-, -.. :. . . . ;

. ~
-. ~:, .~ ...... . . .

. . ;, ,. .~:, : , .

~334 ___ ~,..~_ _ Composition Sl S2 S3 __ _ __ , . ,._ Azamethiphos 2.16 . 1.08 Dioxacarb _ Z.16 1.08 ~ I __ __ dibutyl phthalate 4.~2 4~32 4.32 methylene ch7oride 73.52 73.52 73.52 butane 17.0 17.0 17.0 propane 3.0 3.0 3.0 .. ... _ _ . _ ~ .
The tests were repeated period,cally on the same plates. The table below indicates the results recorded.
_ _. _ , Periods Time in KD %
in days minutes Sl 52 _ _ _ Expected Observed . .~ . _~ _ ~ __ _v ,,.,_ _ _ _ _ .

8 15 2 29 15.5 66 ~0 66 98 82 100 - ~ 15 v _ 6 4 5 B .;~
24 5L~.5 84 ... 45 39 100 69.5 89 EXPERIMENT T
. . ~
The procedure followed was as in Experiment D, using .
.
., ,. . . .

1~73349 the following co~positions Tl~ T2 and T3, in aerosol con-tainers~
and treating the insects species Periplaneta americana:

~ , - .. _ _ ~ _ Composition Tl T2 T3 __~ _ Azamethiphos 1.84 _ 0.92 Dioxacarb _ 1.84 0~92 . . _ ~ ~ .~ -dibutyl phthalate 3,68 3.68 3.68 methylene chloride 89.64 89.64 89.64 carbon dioxide4 B4 4.84 4.84 The tests were repea-ted periodically on the same plates. The table below indicates the resul-ts recorded.

, ~ , . ~.-- _ ~
Periods Time in KD %
in days minutes Tl T2 _ _ _ Expected Observed .. ._ . ~ _~.. . _ _ .. .. _ 2 ~0 58 74 66 96 82 94 8~ 98 ........... .......... ..................... ,~
2 -4 3 26.5 94 84.5 100 .... ,.~ ~ ~ ~

__ .(. .~ , , .
; i, - " ~ : , - . . -,~
.. . .

~73349 EXPERIMENT U
The procedure followed was as i.n Experiment D, using -the following compositions Ul, U2) U3? U4 and U5, in aerosol containers, and treating the insects species Periplaneta americana:

~_ . . _ ___ _ _ ......
Composition Ul U2 U3 U4 U5 ~ ~ ~ . . . ~ ~ ~ ~ __, Azamethiphos 2 _ 1.5 1 0.5 Dioxacarb _ 2 0.5 1 1,5 . . . ~ __. _ ~ . ._ . __.
dibutyl phthalate 4 4 4 4 4 tetrahydrofurane 2 2 2 2 2 ter-tiary butanol 0.5 0.5 0.5 0.5 0.5 methylene chloride 25.5 25.5 25.5 25.5 25.5 trichlorofluoromethane 33 33 33 33 33 dichlo~ o~m~ ane 33 33 33 33 33 The duration of contact of the insects with -the treated face of the glass plate was reduced to 30 seconds.
The tests were repeated periodically on the same plates.
The table below indicates the resul-ts recorded, . ; .

, . , ' . ;
' , . . .
- , . .;

_ __ ~ . _ _~ .

u~ ,n 00 ~0l 00~0 ~0~0 . :~ _ ~_ .. _ ~
~:i ~` U~ L'~
~ a~ ~ ~ ~ôr-oo, _ ~ _ . _._ ._ , __ .

~ ,n ~0 ~0 ~DO ~1~0~
P _~ _ ....... _ .. ___ U~ 'U~ U~
cr~o~
_ __ _____ _ . ~ __ ___.
.
s~ ~o ~0 ~ ) ~CJ`
~ o :~ -- ~ - ---- ~ - - --- - ----- --~
~ u~ -u~
r~ cO ~ O 1~ ~') N ~) ~
. _ _ __ - _ _ __ C~l .~ O o~ O ~ O ~ O O
, _ CO 0~ ~ CO ~ I ~ a) o~ l _ _ ___ _ _ ._ - . ._ ., ~ a~ .~ 0~ .C~ O`Noo ~
_ .. _ .. . . _ _,, .
.~a~
a) ~) U"l o U~ O U~ O U~ U~) O L'`l O
E~ E3 ~ ~ ~ ~ D
. _ ___ _ _ ___ - __ _

5~ ~ a:) .~ , O O
~--1 __ _ _ _ _ _ ~

-. . ; : . . .... : . : .
` ., ,, ~

- . : ., ~ , ,. . ~

- ~7334g EXP NT
The following insecticidal baits Vl, V2 and V3 were prepared:
_ _ ~ _ _~ .~
Com~osition Vl V2 V~
~ _ _ Azametniphos 4.76 _ 2.38 Fenitrothion _ 4.76 2.38 , _ _ _ _ _ __ . ~__ sugar 95024 95.24 95.24 Each of these baits was placed in a cubical chamber of a size of one m3, o~ which chamber one face was glazed and illuminated. The amount of bait per chamber was 250 milli-grams and was distributed in a Petri dish of 12 centimetres diameter placed on a red piecè of paper. One hundred insects of the species Musca domestica were released into each ~, chamber and every six minutes the proportion of dead insects or insects in a state of dorsal decubitus was noted (KD %).

Eight repeats were carried out for each bait.

The table below indicates the results recorded for all the repeats:

;
;;

, :-, ., ,: :
,. . . ; ;~

~0~3~49 _ _ _ _ Time in KD %
minutes _ ~_ er;;

36 ~1 33.5 36 36 37 33 35 ~0 42 39 36 37.5 43 48 41 37 ~9 46 54 44 37 40.5 50 38 41.5 52 The results of the preceding experiments show that the efficacy9 a-t equal total content of active material, is greater when a mixture of two compounds is employed -than when one or other of these compounds is employed separately.
These experiments were carried out on several species of orthoptera, diptera and hemiptera; of course -the composi-tions according to the invention are equally applicable to the destruction of other species of orthoptera,such as, ~or example, crickets, grasshoppers and mole-crickets, diptera, such as, for example, stable flies, house mosquitoes and yellow-fever mosquitoes, and hemiptera such as, for example, bed bugs and triatomid bugs t as well as other orders of insec-ts such as 9 for example, col~optera (Dryznophilus, Dermestes, Trogodoram, Attagenus, Tribolium, Guathocerus, Tenebrio, Sitophilus and Leptinotassa), hymenoptera (ants), lepidoptera (Sitotroga and Plodia), isoptera (termites) and heteroptera (house bugs).

10';'33~s~

The experiments which follow show that the synergis-tic effect between an organo-phosphorus insecticide and a carbamate insecticide or between two organo-phosphorus insecticides is not obvious and that there exist numerous cases of an absence o~ synergism between such compounds, even if one of these com-pounds is one of those provided by the invention. It will be noted, in particular, that there is an antagonism between the compounds employed in Experiments 2, 3 and 7.

EXPERI ENT W
The procedure followed was as in Experiment D, using .
the following compositions Wl, W2, W3 and W4 in aerosol containers and treating the lnsects species Periplaneta americana (amounts in percen~ by weigth):

~ _ _ __ Composition Wl W2 W3 W4 .. _ . . ____ .~.__ . _ Azamethiphos 2.0 _ 1.0 1.5 Fenitrothion _ 2.0 1.0 0.5 . . _. . __ _ Dibutyl phthalate 2~0 2.0 2.0 2.0 Vaseline~oil (v) `2~0 2.0 2.0 2.0 Epoxide 4206 (v') ~.2 0.2 0.2 0.,,2 .
Dichloromethane :27.:8 27.8 27~.8 .27.. ~8 Trichlorofluorom2thane 33.~0 33.0 33.0 33.0 Dichlorodifluoromethane 33.0 33.0 33.0 33.0 . . ._ _ ._ . .

*Trademark ~ - 43 , .g~

; , ,, :

~ ' ' ..

334g (v) liquid paraffin having a density of about 0.860 at 15 C and a viscosity (Engler) of about 4.2 at 20C and of about 2.0 at 50C.

(v') l-epoxye~hyl-3,4-epoxy-cyclohexane The amount of the composition sprayed on to each plate was only 400 mgO The tests for insecticidal ef~icacy were made on the eighth day after spraying. The table below indicates the results recorded.

. ... __ ._ , _ Time in KD %
minutes ~ ~ _ _ Wl W2 . _ ._ expected observed expected observed . .. _ . . _ _. .

24 0 12 24 18 27 ' ~5 6 25.5 ~9 35 51 .
55 16 35.5 74 45 62 . 90 74 28 51 87 62.5 80 105 80 47 63.5 ~9 72 84 135 86 6~ 77 93 81.5 9 150 88 74 81 93 84.5 92 165 B8 74 81 95 84.5 93 180 90 7B 84 100 _ _ ~ . .
.~, ~ - 43a -, , ~ , ,: :, , .- :. :, - . .~ . :
. . .

EXPERIMENT X

The procedure followed was as in Experiment~D~ using the follow-ing oompositions W13 X2~ ~3~ X4 and X5 in aerosol containers and treating the insects species Blattella germanica ~amounts in percent by weight3:

___ _ ,, _ ___ Composition W1 X2 X3 X4 ~5 .- .. . ,, _ .......
~zametiphos 2.0 _ 0.5 1.0 1.5 DMPTP _ 2.0 1.5 1.0 o.5 ~ ~ .__ ___ Dibutyl phthalate 2.0 2.0 2.0 2.0 2.0 Vaseline oil (v) 2.0 2.0 2~0 2.0 2.0 Epoxide 4206 (vl) 0.2 0.2 0.2 0.2 0.2 Dichloromethane 27.8 27.~ 27~8 27.8 27.8 Trichlorofluorome~hane 33.0 33.0 33.0 33.0 33.

Dichlorodifluoromethane 33- 33.0 33.0 33.0 33-.. ,.. _,, ...... . _ ~ ~ _ The amount of the composition sprayed on to each plate was only 400 mg. The tests for insecticidal ef~icacy were made on the eighth day and on the fifteenth day after spraying. The table below indicates the results recorded.

~ - 43b -_ .

. ~ ~ ~ ~ ~ o ~ U~ ~ o ~ a~ ~ ~ QO ~ ~ ~ .' . .9 u~ 1~
. . _ ...... ... _ _ ~ ~ ~ ~ U~
P~ ~ ~ ~l ~ L~ 00 00 00 0~ ~1~ O C~l ~ ~ cr o ~ u~ O ~ ~ ~ ~ ~ ~ ~ ~ u~ n ~
~ . . .
r~ O ~ O ~ O O O
oo oo oo oo o ~C> CO oo ~ {~ ~ CS~ C~
o _ _=
s2 U~ U~
Y~. I~ O O ~') ~ ~ ~ ~ r~ cs~ 00 0 ~
c~
. ~ . .
i~ Ir) ~ oo o~ co oo ~ r~ oo oo QO 1~ 0 00 00 ~ ~ ~
PC ~ _ ~ I~ ~ ~ 00_~_~ ~ ~ ~. I
U u~ ~ u~
Q~ ~ O O ~ ~ ~ ~ u~ ~ u~ ~ I~ I~ o~ ~ ~ ~
~i ~ - .
~C O o O O C~ O O O O O ~ l . ,_ . _ u~ ~ O O O r~ O~ oc> o , ~ I~ oo oo oo co ~ cr~ CJ~ O~U~ oo . .. _ ~ _ . ._ U~ O U~ o ~ o ~ o U~ U~ O U~ O U~ O U~ o ~O 1~ ~ O ~ cr~ n ~ ~ ~ ~ ~ O c~
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_ -. ~
~P~

..... :~n ~ ~ _ - 43c -. ', , .. '. '',,';. ' ' ' ', , . . .,. ... .,:
.. ... - ~ ~ : ` ~ , .. .. , .. , `' . : : .

~Q~3349 :

E~P~RrU~NT Y

The procedure followed was as in Experiment D, using the follow-ing compositions Wl, Y2~ Y3, Y4 and Y5 in aerosol containers and treating the insects species Blattella germanica (amounts in percent by weight~:

., . _ ... _ ., , ._ _ Compos tion Wl Y2 Y3 Y4 y5 Azametiphos 2.0 _ 1.5 1.75 1.875 Dio~acarb _ 2.0 0.5 0.25 0.125 ~ . ,.. ~ _ Dibut~l phthalate 2.0 2.0 2.02.0 2.0 Vaseline oil (v) 2.0 2.0 2.02.0 2.0 Epoxide 4206 (v t ) 0.2 0.2 0,2 0.2 0.2 Dichloromethane 27.8 27.8 27.827.8 27.8 Trichlorofluoromethane 33. 33- 33.0 33.0 33-Dichlorodifluoromethane 33. 33.0 33.0 33.0 33.0 The amount of the composition sprayed on to each plate was only 400 mg. The tests for insecticidal efficacy were made on the eighth day and on the fifteenth day after spraying. The table below indicates the results recorded.

~ - 43d -1 (~'Y3349 . . ._, ~. ~ .

o~ ~ ~ ~ ~ o Ul C~ ~ t~ oo o r~ o ~ -n ~ ~ oo ~ c~ ~ ~ ~ ~ a~ o ~' U~ ~ ~.. . , .
~ u~ u~
~ ~ U~~ ~ ~ ~ ~ oo ~ oo ~ ~ ~ oo ~ ~ oo ~ ci~
~ ~ oo oo _ _ . . . ___ ~ .
~ ~1~0 ~D~Oc~l~C~O
a~ c~~ ~ O . ~ ~ r~ oo ~ o~ ~ ~ ~ ~ c~ cr~ O
~ ~ . ~
. . . . .
S? L~ ~ u~
o0 ~ O ~ ~ l~ c~l ~ oO ~ oO
~ ~ ~ oo ~
~ ---- - - ----~ --,~ ~ O ~ ~ o ~ r~ o r~ oo ~ ~ a~ o ~ ~ ~l ~ - ~ ------- ------J u~ ,, U~
a~ e~ o ~ o~ ~ o u~ ~ o~ ~ ~ o o O ~ ~ ~ U~
. --- ~ -u~ u~ o C5~ O~ o~ ~ ~ oo ~ ~ oo n ~ ~I c~
~u~ oo~cno C~I~
.._.__ .~ ~ ~ ~ o~ ~ ~ o o~ o ~3 ~ ~ I~ 00 QO ~ ~ C~ ~ 00 _ . ~ ' .
a) ~~oL~-oulou~o-,~ ou~oLr)ou~ou~o~ooo E~'~ ~

_, _. _ . _.__ - ~ _ U~ C~

~ o~
. . _ ..

- 43e -: ' ' . . : , ' . ,: '::, , ' ~ .

~q33~19 ~ , The procedure of Experiment V is employed, using the following bai-ts Vl, V4 and V5:
. _ .. . . _ .
Composition Vl V4 V5 .~
Azamethiphos 4.76 - 2~38 Dimetilan (w) _ 4.76 2.38 _ . ~ _ sugar 95.24 95.24 95.24 . .... _ _ (w) 2-(Dimethylcarbamoyl)-3-methyl-pyrazol-5-yl N,N-dimethyl-carbamate.
The tests were carried out on baits V4 and V5 and compared with those of bait Vl. The table below indicates the results recorded.

- 43f -.. ` .
.. . ~ .

., ` ~ . .
, ~

.

.

~733 ____ _ _ Time in K.D %
minutes _ _ Vl V4 V5 _~ ~
E~pected Observed _ r _ __ _ ~S6 27 30~ 5 30 36 37 28 32~ 5 31 i 42 ~i9 30 34~ 5 32 54 44 31 37.5 35 . _~ 45 32 38,5 35 _ _ The procedure of ExperimentV was employed, using the following baits V2, V4 and V6 _ _ _I_ . . _ _ . .
Composition V2 V4 V6 ~ ~ _ ~ _ Fenitrothion 4 ~ 76 -~ 2. 3~
Dimetilan _ 4~ 76 2.38 ~__ __ ..., " , ,. ....
sugar 95.2~ 95.24 95.24 The -tes-ts were carried out on bait V6 and compared with those of baits V2 and V4~ The -table below indicates the resul-ts recorded.

~ ~4 ~

~ ' "'` ~:": ' `
, ~' :, . ' ' ' :

;

10~334 ___ _ Time in KD %
minu-tes -/_ ~ _ V2 ~4 ~6 ____ Expected Observed _~___ ___ ._ _~

36 33 2~ 3005 8 ~2 36 30 33 9 54 37 . 31 34 12 EXPERI~ENT 3 _ _ The procedure followed was as in Experiment L, using the following composi-tions 3A, 3B and 3C in aerosol containers, and reducing the amount sprayed to 3 grams ._ _ Composi-tion 3A 3B 3C

Dioxacarb 1 _ 0.5 , ~enchlorphos (x) _ 1 0.5 . .- __ ~
methylene chloride 24 24 24 trichlorofluoromethane 37.5 37.5 37.5 dich o~odiSIu~ e.~ 37 5 37.5 37.5 (x) O,O~Dimethyl 0-(2,4 9 5~trichlorophenyl) thiophosphate.
The results recorded (KD %) are indicated in the table below.

: ' ' " ' : `.

.: .. ~ , .. . .

~3349 -- . , ~ , Time in KD %
minutes ~ . ~

~ ~ served ... _ __ _ ~ .

1 0 0.5 -~- 0 18 3 0 1.5 0 21 9 0 4~5 0 24 ~7 1 9 0.5 . 27 26 l 13.5 1 3 39 3 21 _ _ The procedure ~ollowed was as in Experimen-t L~ usi.ng the following compositions 4A, 4B and 4C in aerosol containers:

_ ___ . _ ~
Composition 4A 4B 4C
. . ~ . ..... ~
Dioxacarb 1 _ 0.5 Dichlorvos (y) . 0.5 0.25 ~ - _ __ ~
methylene chlori.de 19 19.5 19.25 trichlorofluoromethane . 40 40 40 ~i~b~lod~ orA~,t~ ~0 40 40 (y) 0,0-Dimethyl 0-(2,2-dichlorovinyl) phosphate.
The results recorded (KD %) are indicated in the table below.

,.
': : ' ' ''''' ';: . :'' ,' -.

': , ' ,. . . ' . .. ' "' iLO Y334~ r ~ _ _ , Time in KD %
minutes _ _ ~ ~ ~ ._ Expected Observed _ _ _ . _ _ , ~_ . 12 10 38 2LI 1 2L~ 64 92 78 71 27 71 95 8~ 71 76 96~ 86 ~1 ~ ._ ~ ~ , . .. _ EXPF,RIMENT 5 The procedure followed was as in Experimen-t L, using the following compositions 4B, 5A and 5C in aerosol containers :

. ~ , Composition 5A ¦ 4B 5C
T _ _. ~__ _ _ _ _ .~
Arprocarb 1 _ 0.5 . Dichlorvos _ 0.5 0,25 __ ___ methylene chloride 19 19.5 19.25 trichlorofluoromethane 40 40 40 dichlorodifluorome-thene 40 40 40 The results recorded (KD ~S) are indicated in the table below.

... .. ..

, ' . ' ' "'' "' . ' _ _.
Time in KD %
minutes ~ _ _ _ _ 5A 4B . 5C
__ . _~ ....
Expected Observed _ , ~_ . ~. . . __ 12 29 3~ 33.5 3 15 48 65 56.5 52 2~ 77 g2 84.5 ~2 27 81 g5 88 8 30 86 96 9 _ 90 .

_. _ The procedure followed was as in Experiment L, using the following compositions 4B, 6A and 6C in aerosol containers Composition 6A 4B 6C
. . ~_ . . . . _ Azamethiphos 1 _ 0.5 Dichlorvos _ 0.5 0.25 . ~ . ... ,~ _ me-thylene chloride 19 19~5 19.25 trichlorofluoromethane 40 40 40 dichlorodifluoromethane 40 40 40 . ~
The results recorded (KD /~) are indicated in the table below.

, '' " '':
"I . ' ' ,. .' ' . "' .. , . '; , ' ~ 3~

Time in KD %
minu-tes . ~ _ _ 6A 4B _ _ ~
Expected Observed .... _ ~ ~ ~
12 lQ 38 24 19 22 65 43.5 34 18 3~ 80 57 47 21 4~ ~6 66 58.5 24 55 92 73.5 68 27 64 95 79.5 76.5 71 96 83,5 82 _ _ The procedure followed was as i.n Experiment D, using the ~ollowing compositions 7A, 7B and 7C, in aerosol containers, and insects species Periplaneta americana :

~ ~ __ , Composition 7A 7B 7C
-- .__ . _ .... . _ ~ . _ . Fenitrothion 2 _ Malathion (z) _ 3 1.5 _ ._._ __ tetrahydro~urane 2 2 2 methylene chloride 26 25 2~.5 -trichloro~luoromethane 35 35 35 di~ cl~d~lD~ thane 35 35 35 (z) O,O-Dimethyl S-[1,2-bis-(ethoxycarbonyl)-ethyl] dithio-phosphate.

.

-10~33~

The results recorded (KD %) are indicated in the table below.

Periods Time in KD %
in days minutes 7A 7B
_______ Expected Observed ~ . . _ _ , . ~

_ . ~ _ .,. .___ . ~

120 5~86 72 28 . 210 9094 92 76 _ ~ 10098 98 8 .
,~.:: , : . - : :.
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:~Q~33~

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1~'7~33~

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: : : . , . :. :. ~':, ,. : ,, . :, :. ,, -33~9 (b) Condensate of four mols of ethylene oxide with one mol of nonylphenol, marketed under the trad~mark "CEMULSOL NPT-14"
by the French company Melle-Bezons.
(b') Condensate of eight mols of ethylene oxide with one mol of tributylphenol, marketed under the -trademark "SAPOGENAT
T-080" by the German company Farbwerke Hoechst AG of Frankfurt (c) Principal component of -the wetting agent marketed under the trademark 'lATLACEL C" by the American company Atlas Chemical Industries of Wilmington (Delaware).
(c') Condensate of five mols o~ ethylene oxide with one mol o~ oleic acid, marketed under the trademark "CEMULSOL APt' by the French company Melle-Bezons.
(d) 5-Hydroxy-3-methyl-1-phenyl-4-phenylazo-pyrazole (Colour Index No. 12,700, Solvent Yellow 16).

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(f) l'~lain component of the ~etting agent marketed under the trademark "SPAN 80 !1 by the American company Atl~s Chemical Industries of ~ilmington (Delaware).
(f') Main component of the dispersing agent marketed under the trademark l'SELLASOL TD" by the Applicant Company.
(f 1l ) Main component of the dispersing agent marketed under the trademark "VANISP~RSE CB" by the Norwegian Gompany Borregaard o~ Sarpsborg.
(g) Main component of -the wetting agent marketed under the trademark "SIPON LT-40" by the French company SINNOVA.
(g') Main component of the we-tting agent marketed under the trademark ERIOPON G.O~" by the Applican-t Company.
(h) Pigment manufactured by the Applican-t Company and recorded in the Colour Index under Number 74,160 ~Pigment Blue 15).

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~ 349 (h'~ Abbreviation denoting 2-d~methox~nethyl-phenyl N-methylcarbamate, (i) An unsized cellulose cardboard is used, which is first impregnated witn a 50% strength aqueous solution of sugar and then dried in an oven; thereaf-ter it is -impregnated with a solution containing the active materials in a volatile solvent such as methyl acetate, ethyl ace-tate, methylene chloride, acetone, methanol or te-trahydrofurane; finally, the solvent is evaporated in a ven-tilated oven. t (i') A thin cardboard made of sized cellulose fibres is used;
the cardboard is coated, on one face~ with a size comprising the acrylic resin as a 15% streng-th solu-tion in a 7:10 mixture o~ ace-cone and methylene chloride, and the remainder of the ~ormula-tion, as a powder~ is stuck to this face. Fi.nally, the whole is dried.
(j) Self-adhesive acrylic resin which, in 30% strength solution in acetone, has a viscosi.ty of between 20,C00 and 25,000 centipoises at 20C and is marketed under the trademark "Solucryl 3068" by -the company Union Chimique Belge of Brussels, (J'~ Pigment manu~actured by the Applican-t Company and chosen ~rom amongst the following:
Colour Index 15,880 Pigment Red 63 Colour Index 15,865 Pigment Red 48 Colour Index 15,850 Pigment Red 57/59 Colour Index 129120 Pigmen-t Red 3 '~ , ~ ;;, '.:' :, "' . . .
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Claims (14)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:

1. An insecticidal composition which contains a combination A of at least two of the four following active materials (a), (b), (c) and (d):
(a) O,O-dimethyl O-(2-methoxycarbonyl-prop-l-enyl) thio-phosphate, (b) O,O-dimethyl S-(4-aza-6-chloro-2-oxo-benzoxazol-3-yl)-methyl thiophosphate, (c) O,O-dimethyl-O-(3-methyl-4-nitrophenyl) thio-phosphate and (d) an ortho-substituted phenyl N-methylcarbamate.

2. A composition according to claim 1, which contains from 0.2 to 5 parts by weight of (a) per 1 part by weight of (b).

3. A composition according to one of claims 1 and 2, which contains from 0.2 to 5 parts by weight of (a) per 1 part by weight of (c).

4. A composition according to claim 1, which contains from 0.2 to 5 parts by weight of (a) per 1 part by weight of (d).

5. A composition according to claim 1, which contains from 0.2 to 5 parts by weight of (b) per 1 part by weight of (c).

6. A composition according to claim 1, which contains from 0.2 to 5 parts by weight of (b) per 1 part by weight of (d).

7. A composition according to claim 1, which contains from 0.2 to 5 parts by weight of (c) per 1 part by weight of (d).

8. A composition according to claim 1, wherein the weight of active materials of the combination A contained in the composition varies between 0.2 and 50% of the total weight of the composition.

9. A composition according to claim 1, which contains an adjuvant chosen from amongst foodstuffs, surface-active agents, dyestuffs, pigments, stabilisers, solid diluents, liquid diluents and propellants compatible with the active materials used.

10. A composition according to claim 1, wherein the ortho-substituted phenyl N-methylcarbamate is chosen from amongst the compounds of the following formula:

(I) in which R represents an alkyl radical containing 1 to 5 carbon atoms, an alkoxy radical containing one to four carbon atoms, a propargyloxy radical, a dialkoxymethyl radical in which the alkoxy group contains 1 to 4 carbon atoms or a dioxolanyl, dioxanyl or benzodioxanyl radical, these three latter radicals being optionally substituted by one or more methyl radicals.

11. A composition according to claim 10, wherein the ortho-substituted phenyl N-methylcarbamate is chosen from amongst the compounds of the formula (I) in which R represents the isopropoxy radical, the (1,3-dioxolan-2-yl) radical or the 2,2-dimethyl-1,3-benzodioxol-4-yl radical.

12. A composition according to claim 1, which contains a stabiliser for the active materials, chosen from amongst magnesium carbonate, buffer salts having a pH of between 6 and 7, epoxidised com-pounds and fatty monoesters of sorbitan.

13. A process for combating harmful insects which consists of spreading a composition according to claim 1 in the infested areas.

14. A process according to claim 13, wherein a composition containing between 0.2 and 10% of active combination A is used, these percentages being calculated relative to the total weight of the insect-icidal composition.