NO773034L - INSECTICIDES. - Google Patents

Description

Insecticide agent

The present invention relates to an insecticide and acaricidal agent which is characterized in that it contains the compound of formula I

and one or more compounds which synergize this compound with formula I in its insecticidal action.

A large number of different compounds have been found which synergize the compound of formula I either alone or in admixture with other compounds in its insecticidal action. Important groups of such synergists are: a) Methylenedioxy compounds, especially 1,3-methylenedioxybenzenes which may have one or more substituents.

Preferred compounds of this type are the methylenedioxy compound with the general formula II where R-^ denotes hydrogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkynyl, halogen or nitro, R 2 hydrogen,

lower alkenyl, lower alkoxy, di-lower alkylaraino, lower alkoxy- lower alkyl, poly-lower alkyleneoxy with 3-6 oxygen atoms in the chain which may be straight or branched and contain at least 4 carbon atoms, poly-lower alkyleneoxycarbonyl with 2 to 6 oxygen atoms in the chain which may be straight-chain or branched contain at least 4 carbon atoms, or lower alkyl-sulfoxy-lower alkyl and and R_ together with the carbon atoms to which they are attached form a saturated six-ring which may have one or two oxygen atoms and may be substituted with one or two propyl carboxyl residues and/or lower alkyl residues.

Preferred compounds of formula II are, for example: Acetaldehyde [2-(2-ethoxyethoxy)-3,4-methylenedioxyphenyl]acetal; 5,6,7,8-tetrahydro-7-methylnaphtho(2,3-d)1,3-dioxole]-5,6-dicarboxylic acid dipropyl ester;

piperonal bis-[2-(2<1->n-butoxyethoxy)ethyl]acetal;

4-(3,4-methylenedioxyphenyl)-5-methyl-1,3-dioxane;

1,2-methylenedioxynaphthalene;

4-nitro-1,2-methylenedioscybenzene;

4-methoxy-5-nitro-1,2-methylenedioxybenzene;

4-dimethylamino-5-nitro-1,2-methylenedioxybenzene;

6-bromo-4-ethoxymethyl-1,2-methylenedioxybenzene;

4-(1-ethoxy-2-nitropropyl)-1,2-methylenedioxybenzene;

myristicin (=5-allyl-1-methoxy-2,3-methylenedioxybenzene); 4,5-Methylenedioxy-benzoic acid 2-(2-butoxyethoxy)-ethyl ester.

Particularly preferred methylenedioxy compounds are:

α-[2-(2-butoxy)-ethoxy]-4,5-(methylenedioxy)-2-propyl-toluene and 1,2-(methylenedioxy)-4-[2-(octylsulfinyl)-propyl]-benzene . b) Propynyl ethers, especially propynyloxyphenyl, propynyloxybenzyl and propynyloxynaphthyl ethers which may have one or more substituents. Preferred are propynyl ethers of the general formula III in which R^ means hydrogen, halogen or nitro, R^ and R, - hydrogen or halogen, R^ and R, together with the carbon atom to which it is bound form an unsaturated six-ring and X means the groups -CH2- or -N=CH-, whereby in the latter case the nitrogen atom is connected to the oxygen atom and n means 0 or 1.

Particularly preferred propynyl ethers are: 2-nitro-4-chlorophenyl-2-propynyl ether;

2,4,5-trichlorophenyl-2-propynyl ether;

1-naphthyl-2-propynyl ether;

2-nitrobenzyl-2-propynyl ether;

α-naphthylmethyl-2-propynyl ether;

2,6-dichlorobenzyl-2-propynyl ether;

2,4-dichlorobenzaldoximine-2-propynyl ether;

1- naphthaldoximine-2-propynyl ether;

2- nitrobenzaldoximine-2-propynyl ether.

i i c) Thiocyanates especially substituted methylene thiocyanates such as _J

p-nitrobenzyl thiocyanate isobornyl thiocyanate isobornyl thiocyanate

lauryl thiocyanate and

2,4-dichlorobenzyl thiocyanate.

d) Phthalimides and tetrahydrophthalimides such as N-(2-ethylhexyl)-5-norbornene-2,3-dicarboximide, N-(2-butyl-hexyl)-(1-methyl-4-isopropyl-5-norbornene)- 2,3-dicarboximide and N-(4-fentinyl)-phthalimide. e) Polychlorodialkyl ether such as 3,3<1->hexachloro-2,2-dichloro-dipropyl ether. f) Arylproynyl phosphoric acid esters, especially phenylpropynylalkyl phosphoric acid esters such as propyl-2-propynylphenyl phosphate

and isobutyl-2-propynylphenylphosphonate.

In the above formulas, the lower alkyl groups preferably comprise up to 6 carbon atoms, whereby the alkyl groups can be linear or branched. Particularly preferred alkyl groups are methyl and ethyl groups. The lower alkyl groups in the lower alkenyl, alkynyl, alkylamino and alkoxy groups likewise have up to 6 carbon atoms. Preferred lower alkyl groups in these residues are the methyl and ethyl groups. The term halogen includes the four halogen atoms fluorine, chlorine, bromine and iodine unless otherwise specifically stated.

The connection with formula I is new. The method for producing this compound is characterized by reacting 2,2-dimethyl-4-hydroxyl-1,3-benzodioxyl with the formula with a compound of the general formula

wherein Z beytr chlorine, bromine or iodine, in the presence of a base.

The reaction of the compound of formula II with a compound

with formula III takes place in and of itself by known methods, suitably in the presence of an excess of the compound of formula III. One usually works in an inert organic solvent such as hydrocarbons, for example benzene or toluene, chlorinated hydrocarbons, for example methylene chloride, ethers, for example diethyl ether and the like. Bases can be used as a catalyst, for example potassium carbonate, sodium carbonate, triethylamine, pyridine and the like. Temperature and pressure are not critical and you usually work at a temperature between approx. 0° and the reflux temperature for the reaction mixture, preferably between room temperature and 130°C.

1 detail, this compound can be prepared as follows:

5 g of sodium hydride (50% dispersion in oil) is washed out twice with petroleum ether and then suspended in a four-necked round flask in 75 ml of absolute benzene. 16.6 g (0/1 mol) of 2,3-(isopropylidenedioxy)phenol are added in portions while stirring and the mixture is stirred for 30 minutes at room temperature. Then 26.7 g of N-trichloromethylthio-N-methylcarbamic acid chloride (freshly prepared) are added dropwise over a period of 1 hour in benzene solution (20 ml benzene).. Now stir further at room temperature for 4 hours under nitrogen as protective gas. The mixture is poured onto ice water (200 ml) and extracted 3 times with benzene. The benzene extract is washed 2 times with water , dried over sodium sulfate, filtered and evaporated.2,3-(isopropylidenedioxy)phenylmethyl[trichloromethyl)thio]carbamate is obtained in the form of yellow crystals which, after recrystallization from high-boiling petroleum ether, melt at 88 - 89°C.

It has been shown that the insecticidal effect of the compound

with formula Is significantly increased by combination according to the invention with synergists. It results in both a quantitative and qualitative improvement of the insecticidal properties of the compound of formula I. The synergistic insecticidal agents and acaricidal agents according to the invention cause a faster paralysis and a faster and greater mortality, so that now

it is possible to fight insects with greater success than before.

Furthermore, the insecticidal agents and acaricidal agents according to the invention have the property that they also possess full activity

hot against inherently resistant strains of insects. A particular advantage of the agent according to the invention is its relatively low toxicity towards warm-blooded animals, especially towards mammals.

The quantity ratios of the components of the insecticidal and acaricidal agents according to the invention can vary depending on the purpose of application, the type of application, the insects to be combated and other factors within wide limits. However, it is appropriate to use 0.1 - 10 parts by weight of synergist on one part by weight of the compound of formula I. Preferably a ratio of

1:1 parts by weight.

The total concentration of the components in the ready-to-use insecticidal and acaricidal agent depends on the form of application and the type of application. The insecticidal and acaricidal agents according to the invention can be used in the form of concentrates, granules or together with carriers such as sprays, aerosols or powders. For certain purposes, it may be advantageous to use emulsions, suspensions or solutions together with emulsifying or wetting agents. Examples of carriers include: chalk, talc, bentonite, kaolin, diatomaceous earth, diatomaceous earth, fuller's earth, lime, gypsum, powder or flour from organic waste products, etc. In general, the synergistic insecticidal and acaricidal agents according to the present invention can be prepared according to methods described in Farm Chemicals, volume 128, page 52 et seq. The insecticidal and acaricidal agents according to the invention may also contain other additives such as emulsifiers or masking reagents and/or further known insecticidal active substances.

The insecticidal and acaricidal agents according to the invention can be available in the form of concentrates which are suitable for storage and transport. Such concentrates can, for example, contain 5 -. 90%

of the synergistically effective combination of active substances. These concentrates can be diluted with the same or different carrier materials to the concentration suitable for practical use. In the ready-to-use agents, for example, the active ingredient concentration can be 2-75% by weight, preferably 5-50% by weight. However, the active ingredient concentration can also be lower or higher.

The agents according to the invention can be used according to usual methods against insects, woodpeckers and the like, for example by means of contact or absorption with the food. The agents are effective against a wide variety of insect types, for example against Diptera, especially against representatives of the families Muscidae, Culiciade, Simuliidae, Tabanidae>Calliphoridae, Oestridae, Ceratopogonidae such as Musea spp., Stomoxys calcitrans, Haematobia irritans; Culec spp., Anopheles spp.; Simulium sppf; Tabanus spp.; Cochliomyia hominivorax, Lucilia spp. and Calliphora spp.; Hypoderma spp.; Culicoides spp.; Leptoconops spp.; Lepidoptera, for example Plodia interpunctella, Ephestia kuehniella, Cadra cautell, Sitotroga cerealella, Heliothis virescens; or Coleoptera, such as Sitophilus granarius, Sitophilus oryzae, Oryzaephilus surinamensis, Oryzaephilus mercator, Tribolium con-fusus, Tribolium castaneum, Tribolium audax, Rhizopertha dominca, Trogoderma variabile; or Orthoptera such as Blattella germanica, Blatta orientalis, Periplaneta americana, Nauphoeta cinerea;

•or Hemiptera such as Rhodnium prolixus, Cimex spp.; or Homo-ptera such as Myzus persicae; Psylla spp., Diaspididae such as Aonidiella aurantii, Coccidas such as Sais-setia coffeae, Pseudococciae such as Planococcus citri; or Anoplura such as Haematopinus spp., Linognatus spp. and Pediculus humanum subspp.; or Siphonaptera such as Xenopsylla cheopis, Ctenocephalides spp

the agents are also effective against various other arthropods, for example against forest bears and mites.

In the following examples, the results from biological experiments are presented, as they are obtained when different combinations are applied against experimental insects.

Structural formula and nomenclature of the compounds mentioned in subsequent examples:

EXAMPLE 1

Experimental insect: Musea domestica, house fly.

Test method (simple Adultizid test)

Petri dishes (diameter 90 mm) are treated with an acetone solution of preparations. Ten 4-5 day old female flies of a multiresistant strain are placed per petri dish and incubated at 25°C and 60% relative humidity. Untreated and acetone-treated Petri dishes ponds as controls. Duration of the experiment: 24 hours.

Results are expressed as a percentage reduction in the number of surviving flies compared to the control trials.

EXAMPLE 2

Experimental insect: Musea domestica, house fly

Test method (persistence test on a surface that is common

in practice., for example in barns)

Two sheets of plaster or concrete (base area 70 cm 2 ) are treated with a preparation formulated as WP<X> with added sugar (in practice a common formulation, see examples 13 - 15) and are incubated from the specified time at 26°C and 60% relative humidity . Next, 5 three-day-old female flies of a multiresistant strain are placed on each plate and covered with a perforated plastic Petri dish. Untreated plates pond as controls.

The assessment takes place 24 hours after the beginning. The results are expressed as a percentage reduction of the surviving number of flies in the context of the control experiments.

EXAMPLE 3

Experimental insect: Musea domestica, house fly

Test method (Persistence test in an ammonia atmosphere that occurs under practical conditions in barns)

Filter paper (100 cm 2 ) is moistened with a preparation formulated as WP x with added sugar (examples 13 - 15), moistened with 0.5

ml of water and incubated for 6 days in a closed bottle (1,000 cm 2 ).

A small box with 5 ml of 1% ammonia solution is placed in the bottle. Then the filter<p>apires are placed in large bowls,

and per ten 4-day-old female flies of a multiresistant strain are placed in the dish. The dishes are incubated at room temperature.

Untreated filter papers serve as controls.

The assessment takes place after 1 and 4 hours.

The results are expressed as a percentage reduction in the number of surviving flies compared to the control experiments.

Xwetable powder

EXAMPLE 4

Test insect: Culex fatigans, house mosquito

Test method:

Filter paper (100 cm 2 ) is treated with the preparations formulated as WP x. Line yogurt cups with the dried filter papers. 10 newly fed female mosquitoes are placed per cup, the cups are closed with cellophane and incubated at room temperature.

Untreated filter paper serves as a control. The assessment takes place 24 hours after the start.

The results are expressed as a percentage reduction in the number of surviving mosquitoes in the combined comparison_with the control experiments.

X wettable powder

EXAMPLE 5

Experimental insect; Anopheles stephensi, malaria mosquito Test method: Filter paper (100 cm 2 ) is treated with the preparations formulated as WP. Line yogurt cups with the dried filter papers. 10 newly fed female mosquitoes are placed per cup, the cups are covered with cellophane and incubated at room temperature.

Untreated filter papers tarn as controls.

The assessment takes place 4 hours after the start.

The results are expressed as a percentage reduction in the number of surviving mosquitoes compared to the control trials.

EXAMPLE 6

Test insect: Blattella germanica, German cockroach Test method:

Filter paper rolls (64 cm 2 ) are treated with an acetone solution of preparation and placed in Petri dishes. 5 cockroach males are placed per Petri dish and incubated at 25°C and 60% relative humidity. Untreated and acetone-treated filter papers serve as controls. Duration of the experiment: 24 hours.

The results are expressed as a percentage reduction in the number of surviving cockroaches compared to the control trials.

EXAMPLE 7

Experimental insects:

Blattella germanica ( B. G.), German cockroach

Blatta orientalis ( B. o.), Oriental cockroach Periplaneta americana ( P. a.), American cockroach Neuphoeta cinerea ( N. c.), gray cockroach

IN

Experimental method;

Filter paper (200 cm 2 ) is treated with the preparations formulated as WP. Dry filter paper is placed in Teflon-lined cellophane boxes. 5 adults of each cockroach type are placed per box (mixed females and males) and incubated at room temperature.

Untreated filter papers serve as controls.

The assessment takes place 24 hours after the start.-

The results are expressed as a percentage reduction in the number of surviving cockroaches compared to the control trials.

EXAMPLE 8

Experimental insect: Rhodnium prolixus,

Test method:

Filter paper rolls (64 cm 2 ) are treated with the preparations formulated as WP and, after drying, are placed in the Petri dishes. In each dish, 10 unlined adult insects are placed and incubated at room temperature.

Untreated filter papers serve as controls.

The assessment takes place 96 hours after the beginning.

The results are expressed as a percentage reduction in the number of surviving insects compared to the control trials.

EXAMPLE 9

Test insect: Tribolium castaneum, reddish-brown rice flour beetle Test method: Petri dish bottoms (diameter 90 mm) are treated with an acetone solution of the preparation. 20 beetles are placed per dish and incubated at 25°C and 60% relative humidity. Untreated and acetone-treated Petri dishes ponds as controls. Duration of the pre-search: 48 hours.

The results are expressed as a percentage reduction in the number of surviving beetles compared to the control trials.

EXAMPLE 10

Experimental insects:

Tribolium castaneum ( T. c.), reddish-brown rice flour beetle Sitrophilus granarius ( S. g.), grain beetle

Sitrophilus oryzae (S.o.)/rice beetle

Oryzaephilus surinamensis (O.s.), barley beetle

Test method:

Filter paper rolls (64 cm 2 ) are treated with an acetone solution of the preparation and, after drying, are placed in the Petri dish (diameter 90 mm). In each dish, 20 adults are placed (one dish for each species) and incubated at 26°C and 55% relative humidity.

Untreated and acetone-treated filter papers serve as controls.

The assessment takes place 24 hours after the start.

The results are expressed as a percentage reduction in the number of surviving beetles compared to the control trials.

EXAMPLE 11

Test insect: Myzus persicae, peach aphid

Test method: (simple curative test with sensitive aphid strain)

Pea germs are infected by a mixed population. The attacked germs are treated with an acetone solution of the preparation and incubated at 20°C and 60% relative humidity.

Untreated and acetone-treated germs serve as controls. Duration of the experiment: 48 hours.

The results are expressed as a percentage reduction in the number of surviving aphids compared to the control trials.

EXAMPLE. 12

Test insect: Myzus persicae, peach aphid

Trial method: (curative trial with sensitive and resistant

aphid strain)

Chinese mustard is infected with a mixed population of susceptible (strain 1) and a resistant aphid strain (strain 2). The infested plants are sprayed with a spray brew until they drip. Incubation takes place in an air-conditioned room at 20°C and 60% relative humidity, 16 hours day and 8 hours night.

Untreated infested plants serve as controls.

After 4-8 hours, the experiment is assessed.

The results are expressed as a percentage reduction of the population compared to the control trials.

EXAMPLE 13

The active substance of formula I and the synergist of formula A are formulated for biological samples as follows:

EXAMPLE 14

For the biological testing, the commercial preparation Sum v5^8 (active substance content: 13% dimethoate, formula G) from Dr. R. Maag AG, Dielsdorf is used.

EXAMPLE 15

The active substance with formula H (chlorpyrifos) is formulated as follows for biological testing:

EXAMPLE 16

Active ingredient of formula I is formulated as follows for biological testing:

EXAMPLE 17

Similar formulation in example 16, but instead of 50% active substance with formula I, 25% active substance with formula I + 25% synergist with formula A is used.

EXAMPLE 18

Corresponding formulation in example 16, but instead of 50% active substance with formula I, 50% synergist with formula A is used.

EXAMPLE 19

For the biological testing, the commercial preparation Dedelo v5y (active substance content: 75% DDT, formula i) from Dr. R. Maag AG, Dielsdorf is used.

EXAMPLE 20

For the biological testing, the commercial preparation FamidV_y (active ingredient content: 50% dioxacarb, formula J) from Ciba-Geigy AG, Basel is used.

EXAMPLE 21 I

The active ingredient of formula I is used as follows for the biological test:

EXAMPLE 2 2

Similar formulation in example 21, but instead of 250 g of active substance with formula I, 125 g of active substance with formula I + 125 g of synergist with formula A are used.

EXAMPLE 2 3

Corresponding formulation in example 21, with instead of 250 g of active substance with formula I, 250 g of synergist with formula A is used.

EXAMPLE 24

For the biological testing, the commercial preparation Perfection V_<y> (active substance content: 40% dimethoate, formula G) from Dr. R. Maag AG, Dielsdorf is used.

EXAMPLE 2 5

For the production of a spray powder (WP) which, for example, contains

25% 2,3-(isopropylideneoxy)phenylmethyl[trichloromethyl)thio]carbamate (active substance with formula I)

25% 2-nitro-4-chlorophenyl-2-propynyl ether

5% highly dispersed silicic acid,

1% sodium lauryl sulfate,

2% sodium lignosulphonate (sulphate

and

42% kaolin

these components are mixed and finely ground in a suitable mill. To prepare the ready-to-spray solution, the powder is stirred into the desired amount of water.

As described above, the spray powder with all active ingredient mixtures can be prepared according to the present invention.

Claims (44)

1. Insecticide and acaricide agent characterized in that it contains the compound of formula and one or more compounds that synergize this for the compound of formula I in its insecticidal action. 2. Agent according to claim 1, characterized in that it contains as a synergist a methylenedioxyfor- bond with the general formula wherein R-j^ means hydrogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkynyl, halogen or nitro, R 2 hydrogen, lower alkenyl, lower alkoxy, di-lower alkylamino, lower alkoxy-lower alkyl, poly-lower alkyleneoxy with 3 to 6 carbon atoms in the chain which may be straight or branched and contain at least 4 carbon atoms, poly-lower alkyleneoxycarbonyl with 2 to 6 carbon atoms in the chain which may be straight or branched and contain at least 4 carbon atoms or lower alkyl-sulfoxy-lower alkyl and R-^. and R2 together with the carbon atom to which they are attached form a six-membered ring which may have one or two oxygen atoms and. may be substituted with one or two propylcarboxyl residues and/or lower alkyl residues. 3. Means according to claim 2, characterized; in that it contains acetaldehyde-[-2-(2-ethoxyethoxy)-3,4-methylenedioxyphenyl]acetal as a synergist. 4. Agent according to claim 2, characterized in that it contains 5,6,7,8-tetrahydro-7-methylnaphtho(2,3-d.)-1,3-dioxole-5,6-dicarboxylic acid dipropyl ester as a synergist. 5. Agent according to claim 2, characterized in that it contains piperonal-bis-[2-(2<1-> n-butoxyethoxy)-ethyl]acetal as a synergist. 6. Agent according to claim 2, characterized in that it contains 4-(3,4-methylenedioxy-phenyl)-5-methyl-1,3-dioxane as a synergist. 7. Agent according to claim 2, characterized in that it contains 1,2-methylenedioxynaphthalene as a synergist. 8. Agent according to claim 2, characterized in that it contains 4-nitro-1,2-methylenedioxybenzene as a synergist. 9. Agent according to claim 2, characterized in that it contains 4-methoxy-5-nitro-1,2-methylenedioxybenzene as a synergist. 10. Agent according to claim 2, characterized in that it contains 4-dimethylamino-5-nitro-1,2-methylenedioxybenzene as a synergist. 11. Agent according to claim 2, characterized in that it contains 6-bromo-4-ethoxymethyl-1,2-methylenedioxybenzene as a synergist. 12. Agent according to claim 2, characterized in that it contains 4-(1-ethoxy-2-nitro-propyl)-1,2-methyleneendoxybenzene as a synergist. 13. Agent according to claim 2, characterized in that it contains as synergist myristicin ( = 5-allyl-1-methoxy-2,3-methylenedioxybenzene. 14. Agent according to claim 2, characterized in that it contains 4,5-methylenedioxy-benzoic acid-2-(2-butoxyethoxy)-ethyl ester as a synergist. 15. Agent according to claim 2, quaternized in that it contains α-[2-(2-butoxyethoxy)-ethoxy]-4,5-(methylenedioxy)-2-propyltoluene as a synergist. 16. Agent according to claim 2, characterized in that it contains 1,2-(methylenedioxy)- as a synergist. 4-[2-(octylsulfinyl)-propyl]-benzene. 17. Agent according to claim 1, characterized in that it also contains a propynyl ether as a synergist the general formula where means hydrogen, halogen or nitro, R^ and R<- means hydrogen or halogen, R^ and R,- together with the carbon atom to which they are bound form an unsaturated six-ring and the X groups -Cf^ - or -N=CH-, whereby in the latter case the nitrogen atom is bound to the oxygen atom, and n is the number 0 or 1. 18. Agent according to claim 17, characterized in that it contains 2-nitro-4-chlorophenyl-2-propynyl ether as syvergist. 19. Agent according to claim 17, characterized in that it contains 2,4,5-trichlorophenyl-, 2-propynyl ether as a synergist. 20. Agent according to claim 17, characterized in that it contains 1-naphthyl-2-propynyl ether as a synergist. 21. Agent according to claim 17, characterized in that it contains 2-nitrobenzyl-2-propynyl ether as a synergist. 22. Agent according to claim 17, characterized in that it contains α-naphthylmethyl-2-propynyl ether as a synergist. 23. Agent according to claim 17, characterized in that it contains 2,6-dichlorobenzyl-2-propynyl ether as a synergist. 24. Agent according to claim 17, characterized in that it contains 2,4-dichlorobenzaldoximine-2-propynyl ether as a synergist. 25. Agent according to claim 17, characterized in that it contains 1-naphthaldoximine-2-propynyl ether as a synergist. 26. Agent according to claim 17, characterized in that it contains 2-nitrobenzaldoximine-2-propynyl ether as a synergist. 27. Agent according to claim 1, characterized in that it contains substituted methylene thiocyanate as a synergist. 28. Agent according to claim 27, characterized in that it contains p-nitrobenzylthio-cyano as a synergist. 29. Agent according to claim 27, characterized in that it contains isobornyl thiocyanate as a synergist. 30. Agent according to claim 27, characterized in that it contains lauryl thiocyanate as a synergist. 31. Agent according to claim 27, characterized in that it contains 2,4-dichlorobenzylthiocyanate as a synergist. 32. Agent according to claim 1, characterized in that it contains as a synergist a <p> thalimide or . tetrahydrophthalimide. 33. Agent according to claim 32, characterized in that it contains N-(2-ethylhexyl)-5-norbornene-2,3-dicarboximide as a synergist. 34. Agent according to claim 32, characterized in that it contains N-(2-butylhexyl)-(1-methyl-4-isopropyl-5-norbornene)-2,3-dicarboxamide as a synergist. Agent according to claim 32, characterized in that it contains N-(4-pentynyl)-phthalimide as a synergist. 36. Agent according to claim 1, characterized in that it contains a polychlorodialkyl ether as a synergist. 37. Agent according to claim 36, characterized in that it contains 3,3'-hexachloro-2,2'-dichloro-dipropyl ether as a synergist. 38. Agent according to claim 1, characterized in that it contains an arylpropynylphosphoric acid ester as a synergist. 39. Agent according to claim 38, characterized in that it contains phenyl <p>ropinylalkyl phosphoric acid ester as a synergist. 40. Agent according to claim 38, characterized in that it contains propyl-2-<p>ropinyl-phenylphosphonate as a synergist. 41. Agent according to claim 38, characterized in that it contains isobutyl-2-proynyl-phosphonate as a synergist. 42. Process for the production of an insecticide and acaricidal agent, characterized in that the compound of formula I is mixed with one of the synergists mentioned in claims 1 to 38 and inert carrier material. 43. Use of the agents mentioned in claims 1 to 38 for combating insects. 44. Procedure for combating insects, characterized by applying an agent mentioned in claims 1 to 38 and the objects to be protected.