CH633162A5 - Composition for controlling ectoparasitic animals, having a pronounced residual action - Google Patents

Description

The present invention relates to novel agents for controlling animal ectoparasites, preferably for controlling insects, which have a pronounced residual action over a longer period of time. The new compositions preferably contain insecticides and / or repellents as constituents.

In the past, attempts have repeatedly been made to extend the period of effectiveness for insecticidal substances (e.g. phosphoric acid ester compounds) by means of special formulations, i.e. to achieve a good residual effect. This happened and is happening e.g. by micro-encapsulating volatile insecticidal compounds. The incorporation of insecticides into polymers from which they evaporate over a longer period of time is also carried out in practice, e.g. in dog collars or fly strips with, for example, DDVP [G, 0-dimethyl-0- (2,2-dichlorovinyl) phosphoric acid ester] as the active ingredient. Such methods have so far only rarely been used to control animal ectoparasites and especially insects on large bulls (e.g. cattle, horses, sheep, etc.).

Especially in cattle, the area of symbovian flies has become of great importance recently. There are two main reasons for this:

a) new methods of keeping cattle in bulk (feed lots, etc.),

b) Prohibition of the use of DDT, which is highly effective against flying, in slaughterable animals.

Although a number of fly remedies for large animals are currently available, the effective control of symbovine flies in cattle has still been an unsolved problem.

The reason for this is the insufficient residual effect of the preparations previously used against symbovine flies. Thus, the problem of controlling flies in cattle is less a problem of using the active ingredient than a suitable long-acting formulation. There are similar problems with other large animals.

The agent according to the invention for controlling animal ectoparasites is characterized in that, in addition to an ectoparasiticidal or repellent active ingredient, it contains a pressure sensitive adhesive and a solvent or solvent mixture.

It has now been found that agents for controlling animal ectoparasites consisting of an active ingredient with an insecticidal and / or repellent action, a pressure-sensitive adhesive and a solvent or solvent mixture and, if appropriate, other auxiliaries have a pronounced residual action.

It was surprising that it was possible to produce formulations with an insecticidal and / or repellent action which have an excellent residual action which is also sufficient for controlling symbovine flies.

To produce the agents according to the invention, polymers are used which are used as so-called “pressure sensitive adhesives”.

Such "pressure sensitive adhesives" are found e.g. Use with adhesive films, pressure sensitive adhesive labels, adhesive plasters etc. They are characterized by a soft, momentary and non-specific gluing.

After R. Köhler: Adhäsion 1964 (4), page 160 f. the effect of pressure sensitive adhesives should ideally be interpreted through a hydrodynamic mechanism. Pressure sensitive adhesives show stickiness even though they contain no solvent and no other liquid. Pressure sensitive adhesives are settings of highly viscous polymers of various compositions e.g. Natural rubber and synthetic rubbers such as Chlorinated rubber, polychlorobutadiene, butyl rubber, poly-isobutylene, polyvinyl ether such as e.g. Ethylene vinyl acetate copolymers, acrylic compounds such as e.g. Acrylic acid butyl ester derivatives or polyester.

These adhesives ("pressure-sensitive adhesives") are dissolved in solvents or solvent mixtures, with the active ingredients, if necessary with the addition of other auxiliaries

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mixes and sprayed or poured onto the animal to be treated.

Depending on the pressure sensitive adhesive used, the solvents used are usually both polar and non-polar organic solvents or else water, or mixtures of organic solvents or mixtures of organic solvents with water.

Examples of solvents to be used are:

Halogenated hydrocarbons, such as. B. methylene chloride, chloroform, carbon tetrachloride, trichloroethane, aromatic hydrocarbons such as e.g. Benzene, toluene, aliphatic or cycloaliphatic hydrocarbons such as n-pentane, hexane, heptane, octane or mixtures of the abovementioned solvents, furthermore cyclohexane, aliphatic mono- or polyalcohols such as methanol, ethanol, n-propa-nol, i-propanol *, ketones such as Acetone, methyl isobutyl ketone, aliphatic esters, such as ethyl acetate (“ethyl acetate”), butyl acetate (“butyl acetate”); Amides such as Dimethylformamide, sulfoxides, e.g. Dimethyl sulfoxide.

Examples of active ingredients to be used with insecticidal and / or repellent action are:

Phosphoric acid esters with insecticidal action e.g. Cou-maphos Diazinon, Chlorphenvos, Delnav, Ruelen, Bromo-phos, Bromophosäthyl, Dichlorvos, Naled, DDVP, Phos-phamidon, Tetrachlorvinphos, Chlorfenvinphos, Crotoxy-phos, Chlorpyriphos, Phoxim, Chlorphoxim, Fenthion, Fenchion, Mal-chlorine , Crufomat, Butonat and Trichlorfon, Famphur, DMP [(0,0-diethyl-0-3-methyl-4-methyl-mercapto-phenyl) thiophosphoric acid ester], carbamates, e.g. Carbaryl, propoxur, natural pyrethrum active ingredients, synthetic allethrins etc.

Active substances with a certain vapor pressure, such as those e.g. can also be used in dog collars: e.g. Propoxur, carbaryl, DDVP. Repellents generally have a sufficiently high vapor pressure.

Formulations with the aforementioned active ingredients continue to work after four weeks if an animal dress treated with them is brought into contact with flies.

The addition of a fly attractant in the formulations with insecticides can improve the effectiveness in a known manner, e.g. with indole, skatole or vanillin. The flies come into contact with the active ingredient more quickly and are killed more quickly.

Possible additional auxiliaries that may be added are, for example:

a) Surfactants (including emulsifiers and wetting agents):

e.g. 1) anionic such as sodium lauryl sulfate or

Fatty alcohol ether sulfates,

2) cationic such as cetyltrimethylammonium chloride,

3) ampholytic such as di-Na-N-lauryl-β-iminodipropionate or lecithin,

4) non-ionic e.g. polyoxyethylated castor oil, polyoxyethylated sorbitan monooleate sorbitan monostearate, glycerol monostearate, polyoxyethylene stearate, alkylphenol polyglycol ether.

b) plasticizers e.g. Phthalic acid esters such as dibutyl phthalate and also fatty acid esters and others. Plasticizers.

The agents according to the invention for controlling animal ectoparasites normally have the following composition:

Active ingredient: 1 to 50% by weight, preferably 5 to 20% by weight.

Pressure sensitive adhesive: 1 to 50% by weight, preferably 5 to 30% by weight.

5 Further auxiliaries: 0 to 10% by weight, preferably 0 to 5% by weight.

Solvent or solvent mixture: 40 to 98% by weight, preferably 60 to 90% by weight.

The following examples are intended to explain the principle according to the invention, but are in no way restrictive, since many other formulations containing pressure-sensitive adhesives can also be used according to the invention.

Example A

15 Propoxur (active ingredient with insecticidal activity) 10.0g

Ethylene vinyl acetate copolymer, vinyl acetate content 45% (pressure sensitive adhesive) 15.0 g

Butyl acetate (solvent) ad 100.0 ml

The active ingredient is premixed in butyl acetate and this solution is processed with the pressure sensitive adhesive for the final formulation.

Example B

Propoxur 10.0 g

Acrylic acid butyl ester polymer 25 (pressure sensitive adhesive) 25.0 g

Ethyl acetate (solvent) to 100.0 ml

Production according to example A.

Example C

30 Propoxur cationic polymer made from dimethylaminoethyl methacrylate and other neutral methacrylic acid esters (pressure sensitive adhesive)

35 isopropanol (solvent) Preparation according to Example A.

10.0 g

20.0 g ad 100.0 ml

10.0 g

Example D Coumaphos micronized (active ingredient with 40 insecticidal activity)

carboxy group-containing acrylic ester copolymer pressure sensitive adhesive in aqueous suspension (solids content: 50%) 50.0 g

Water (solvent) ad 100.0 ml

The active ingredient is incorporated into water with a high-speed stirrer and the adhesive is stirred in with further intensive stirring.

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so example E

Coumaphos micronizes low molecular weight polyisobutylene (viscosity: 5 • 105 poise) (pressure sensitive adhesive)

55 n-hexane (solvent) Preparation according to Example D.

10.0 g

20.0 g ad 100.0 ml

* Ethylene glycol and its ether derivatives such. B. 2-ethoxyethanol

Example F

Coumaphos micronized 10.0 g

60 sodium lauryl sulfate (further auxiliary) 0.03 g aqueous 30% dispersion of

Polymers from Example C 66.7 g

Demineralized water (solvent) to 100.00 ml

Production according to example D.

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Example G

Fenthion active ingredient (active ingredient with insecticidal activity) 10.0 g

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Acrylic acid butyl ester polymer (pressure sensitive adhesive) 25.0 g

Ethyl acetate ad 100.0 ml

Active ingredient and adhesive are dissolved in the solvent.

Example H

Diethyl toluamide (repellent active ingredient) 10.0 g

Methyl vinyl maleic acid

anhydride copolymer (pressure sensitive adhesive) 20.0 g

Isopropanol (solvent) ad 100.0 ml

Active ingredient and adhesive are dissolved in the solvent while stirring.

Formulations A, B, C, D, E and F were tested using the following test method.

1. Application of the formulations on the large bull a) For testing the formulations

Formulations A to F were each poured in a volume of 20 ml laterally at the height at the withers on the bovine coat on a marked area of the skin so that the substance could spread over a stain that took up about the upper half of the shoulder blade.

Immediately after the treatment, the animals were brought to the pasture and kept under external weather conditions for the entire test period (36 days).

b) Under practical conditions, the formulation is spread on the animal's preferred parts of the body with a brush or sponge or other suitable device, or applied there with a sprayer.

2. Test procedure 10 flies - adult Stomoxys calcitrans - are brought into contact with cattle hair samples in Petri dishes, which come from the cattle treated with the active substances or formulations to be tested. The samples are taken from the cattle at certain times, one day before and 1.4, 7 and 21 days etc. after application. The effects are checked at 15.30, 60, 90 and 180 minutes after inserting the flies in Petri dishes. The criterion for effectiveness is the occurrence of death in the joints brought into contact with the active ingredient.

3. Results of the active ingredient example Percentage of dead flies (Stomoxys calcitrans) 15 minutes after being placed on a hair sample, days after application + 1 +7 +14 +21 +28 +35

A 100 100 100 100 0 0 B 100 100 100 100 100 100 C 100 100 0 0 0 0

Example Percentage of dead flies (Stomoxys calcitrans) 180 minutes after being put on a hair sample, days after application

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3o It turns out that the flies are killed with a substance with a higher vapor pressure like propoxur after a shorter time than with a less volatile substance like Coumaphos. After a longer contact time, the effectiveness of Coumaphos formulations is comparable to that of Propoxur formulations.

Propoxur active ingredient

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Propoxur Coumaphos s

Claims (13)

633 162 PATENT CLAIMS 1. Agent for combating animal ectoparasites, characterized in that it contains a pressure-sensitive adhesive and a solvent or solvent mixture in addition to an ectoparasiticidal or a repellent active ingredient. 2. Composition according to claim 1, characterized in that it contains one or more further auxiliaries. 3. Composition according to one of claims 1 to 2, characterized in that it is the active ingredient is an insecticide. 4. Composition according to one of claims 1 to 2, characterized in that the active ingredient is a repellent. 5. Composition according to one of claims 1 to 2, characterized in that it contains the ectoparasiticidal or repellent active ingredient in a concentration of 1 to 50% by weight, the pressure sensitive adhesive in a concentration of 1 to 50% by weight, the others Excipients in concentrations from 0 to 10 wt .-% and solvents in concentrations from 40 to Contains 98 wt .-%. 6. Composition according to one of claims 1 to 2, characterized in that it contains the ectoparasiticidal or repellent active ingredient in a concentration of 5 to 20% by weight, the pressure sensitive adhesive in a concentration of 5 to 30% by weight, the others Contains auxiliaries in concentrations of 0 to 5 wt .-% and solvents in concentrations of 60 to 90 wt .-%. 7. The method for producing an agent for controlling animal ectoparasites according to claim 1, characterized in that an ectoparasiticidal or a repellent active ingredient, a pressure sensitive adhesive and a solvent or solvent mixture are mixed. 8. The method according to claim 7, characterized in that one or more additional auxiliaries are additionally mixed with one another. 9. The method according to any one of claims 7 to 8, characterized in that 1 to 50 wt .-% of an ectoparasiticidal or a repellent active ingredient, 1 to 50 wt .-% of a pressure sensitive adhesive, 0 to 10 wt .-% or several other auxiliaries and 40 to 98 wt .-% solvent mixed together. 10. The method according to any one of claims 7 to 8, characterized in that 5 to 20 wt .-% ectoparasiticidal or repellent active ingredient, 5 to 30 wt .-% pressure sensitive adhesive, 0 to 5 wt .-% of one or more other auxiliaries and 60 to 90% by weight of one or more solvents are mixed together. 11. Use of an agent for combating animal ectoparasites according to claim 1, characterized in that the agent is applied to animals which suffer from ectoparasites. 12. Use according to claim 11 of an agent according to claim 2, characterized in that the agent is applied to animals suffering from ectoparasite infestation. 13. Use according to claim 11 of an agent according to claim 3, characterized in that the agent is applied to animals suffering from ectoparasite infestation.