GB2056859A - Insecticidal cleaning compositions and their use in combatting insects - Google Patents
Insecticidal cleaning compositions and their use in combatting insects Download PDFInfo
- Publication number
- GB2056859A GB2056859A GB8026632A GB8026632A GB2056859A GB 2056859 A GB2056859 A GB 2056859A GB 8026632 A GB8026632 A GB 8026632A GB 8026632 A GB8026632 A GB 8026632A GB 2056859 A GB2056859 A GB 2056859A
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- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 238000004140 cleaning Methods 0.000 title claims abstract description 25
- 230000000749 insecticidal effect Effects 0.000 title claims abstract description 14
- 241000238631 Hexapoda Species 0.000 title claims description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 9
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000460 chlorine Substances 0.000 claims abstract description 9
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 9
- 239000012459 cleaning agent Substances 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000003158 alcohol group Chemical group 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 17
- 239000011521 glass Substances 0.000 claims description 10
- 239000000443 aerosol Substances 0.000 claims description 8
- 238000000889 atomisation Methods 0.000 claims description 5
- 239000005357 flat glass Substances 0.000 claims description 4
- 239000004744 fabric Substances 0.000 claims description 3
- VZSDHLBHYZVXQK-UHFFFAOYSA-N 2-(2-chlorophenyl)-3-methylbutanoic acid Chemical compound CC(C)C(C(O)=O)C1=CC=CC=C1Cl VZSDHLBHYZVXQK-UHFFFAOYSA-N 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 238000012387 aerosolization Methods 0.000 claims 1
- 241000255925 Diptera Species 0.000 description 10
- 229940126062 Compound A Drugs 0.000 description 9
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 9
- 238000003197 gene knockdown Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 6
- 206010061217 Infestation Diseases 0.000 description 4
- 230000001665 lethal effect Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 241000256626 Pterygota <winged insects> Species 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000002045 lasting effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- MDIQXIJPQWLFSD-UHFFFAOYSA-N 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylic acid Chemical compound CC1(C)C(C=C(Br)Br)C1C(O)=O MDIQXIJPQWLFSD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 241001074085 Scophthalmus aquosus Species 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- MDIQXIJPQWLFSD-NJGYIYPDSA-N cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(O)=O MDIQXIJPQWLFSD-NJGYIYPDSA-N 0.000 description 1
- -1 cyano-3-phenoxybenzyl Chemical group 0.000 description 1
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 description 1
- 229960002483 decamethrin Drugs 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- QTZZONLLYSNQCH-UHFFFAOYSA-N methyl 2-(2,2-dibromoethenyl)cyclopropane-1-carboxylate Chemical compound COC(=O)C1CC1C=C(Br)Br QTZZONLLYSNQCH-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
Abstract
An insecticidal cleaning composition comprises a cleaning agent and at least one compound of formula (I): <IMAGE> wherein the alcohol moiety is of the (S) configuration and in which Y represents a group of formula (IA> <IMAGE> [in which Z represents a group of formula <IMAGE> (wherein X1 and X2, which may be the same or different, each represents a chlorine or bromine atom) or a group of formula <IMAGE> (wherein X3, X4 and X5 which may be the same or different, each represents a chlorine or bromine atom)], the group of formula (IA) being of cis or trans configuration and optically active; or a group of formula (IB> <IMAGE> [in which Y' represents a hydrogen, chlorine or bromine atom, an alkyl radical containing from 1 to 4 carbon atoms or an alkoxy radical containing from 1 to 4 carbon atoms and n is 0, 1, 2 or 3].
Description
SPECIFICATION
Insecticidal cleaning compositions and their use in combatting insects
This invention relates to surface cleaning insecticidal compositions and their use in combatting insects.
Amongst known insecticidal compounds there are included compounds of general formula (I):
wherein the alcohol moiety is of the (S) configuration and in which Y represents
a group of formula (IA)
[in which Z represents a group of formula
(wherein X1 and X2, which may be the same or different, each represents a chlorine or bromine atom) or a group of formula
(wherein X3, X4 and X5, which may be the same or different, each represents a chlorine or bromine atom the group of formula (IA) being of cis or trans configuration and optically active;
or a group of formula (1B)
[in which Y' represents a hydrogen, chlorine or bromine atom, an alkyl radical containing from 1 to 4 carbon atoms or an alkoxy radical contain from 1 to 4 carbon atoms and n is O, 1, 2 or 3].
Thus the compounds of general formula (I) are described in French Patent Specification Nos.
2,185,612 and 2,375,161 as well as in Belgian Patent Specification Nos. 873,798 and
858,894 and include for example (S)-a-cyano-3-phenoxybenzyl (1 R,cis)-2,2-dimethyl-3-(2,2-di- bromovinyl)-cyclopropane-1-carboxylate (denoted herein as compound A).
However it is known that these compounds, although endowed with a high lethal insecticidal activity, exhibit a reduced activity as knock-down agents of insects, and notably of domestic
insects.
We have now found that a very intense and very durable knock-down effect can be obtained on domestic insects such as e.g. flies and mosquitoes, associated with a good lethal effect,
using extremely weak doses of a compound of formula (I) if the compound of formula (I) is applied in the form of a cleaning composition to a surface upon which the insects may alight.
Thus, according to one feature of the present invention there is provided an insecticidal cleaning composition comprising a cleaning agent and at least one compound of formula (I) as hereinbefore defined.
According to a further feature of the present invention there is provided a method of combatting insects which comprises applying to a surface upon which insects may alight, a cleaning composition as defined above.
The advantages of the compositions and method according to the invention, are of an entirely unexpected character.
After cleaning a surface and particularly after cleaning a glazed surface until transparent, the quantity of the product remaining on the surface is extremely small and theoretically ought to be endowed with only a weak insecticidal activity. One would have therefore thought that the very small quantities of the compound of formula (I) remaining on the surface and particularly on a glazed surfaces exposed to light and to solar heat would undergo a rapid degradation, causing loss of insecticidal activity. On the contrary, however, we have established that a strong knockdown effect and lethal effect remain. Another unexpected effect is that the compounds of general formula (I) and in particular the compound A after deposition on a surface according to the invention possess a strong and lasting knock-down activity.Hitherto compound A was known as possessing only a medium knock-down power when used conventionally.
The compositions and methods according to the invention are of particular use against winged insects but are also useful against wingless insects. A particular advantage of the present invention is that it permits, in a single operation, the cleaning of a surface as well as the control of insects in the vicinity. In addition, the control of insects and in particular, flies has a consequence that surfaces and particularly windows are less soiled by the excretions of insects and thus cleaning is required less frequently.
Using the compositions and methods according to the invention a lasting knock-down and lethal effect may be obtained within an enclosed area, e.g. a room by cleaning one or more surfaces.
The compositions according to the invention may, for example, be used for cleaning floors, walls and, more especially glass e.g. windows. They may, for example be in the form of solutions, creams or aerosols. In the cleaning of windows, compositions in the form of aerosols are particularly preferred.
The compositions may, for example, contain from 1 to 50 g, preferably 2,5 g to 25 g of compound of formula (I) per 100 ml of the composition.
Particularly preferred compounds of general formula (I) which may be present include (5)-ci- cyano-3-phenoxybenzyl (1 R,cis)-2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane- 1 -carboxylate, (S)-a-cyano-3-phenoxybenzyl (1 R, cis)-2, 2-d imethyl-3-(2, 2-dichlorovinyl)cyclopropane- 1 -carboxylate and (S)-a-cyano-3-phenoxybenzyl "D" 2-chlorophenyl-2-isopropyl-acetate as well as cyano-3-phenoxybenzyl (1 R,cis)-2,2-dimethyl-3-(1 ,2,2,2-tetrabromoethyl)-cyclopropane-l -car- boxylate, tS)-a-cyano-3-phenoxybenzyl (1 R, cis)-2, 2-dimethyl-3-(2,2-dichloro- 1,2-dibromoethyl) cyclopropane- 1 -carboxylate and (S)-a-cyano-3-phenoxybenzyl (1 R, trans)-2,2-dimethyl-3-(2,2- dich loro- 1 , 2-d ibromoethyl)-cyclopropane- 1 -carboxylate.
Using the methods according to the invention, the insects alight on and thus come into contact with the cleaned and toxically rendered surfaces. In particular, winged insects are attracted by glazed surfaces lit by day-light and will tend to be in contact with these toxically rendered surfaces much longer than with walls and floors.
Thus according to a particularly preferred method of the invention a composition according to the invention in the form of an aerosol is atomized onto window-glass, and then the glass is wiped, preferably by rubbing with a soft cloth until the glass is transparent.
The compositions of the invention may also, however be applied to walls and/or floors, the walls and/or floors subsequently being wiped.
The compositions according to the invention are preferably applied so as to obtain a concentration of 0.05 to 2.5 mg most preferably from 0.1 25 to 1 mg of compound of formula (I) per square metre of surface to be cleaned. When the composition is in the form of an aerosol, e.g. for use in cleaning window-panes, atomization of the composition onto the surface is preferably effected under a pressure of 1 to 5 bars and at a rate of 1 to 10 ml per square metre.
The cleaning agent for use in compositions of the invention may be any product conventionally used commercially for this purpose or a specially prepared mixture of surface-active agents.
The cleaning compositions according to the invention preferably have a pH near to 7, in order to conserve the maximum efficacy of the insecticidally active ingredient of formula (I).
The activity of the compositions according to the invention may be illustrated as follows:
Study of the insecticidal properties on flies of compositions of the invention containing (S)-a- cyano-3-phenoxybenzyl (1 A, (1R, cis)-2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane-1-carboxylate of (compound A) and a cleaning agent for windows.
(1) Methods of test
The enclosed space chosen for carrying out the tests is a room 3 m wide, 3 m high and 4 m long, having a large glazed surface of 3.3 m2. Compound A (decamethrine) is added to a cleaning product and the window panes are cleaned in conventional domestic manner, that is to say, that after atomization of the cleaning product, the panes are rubbed with a soft cloth until the glass is perfectly transparent.
A first series of tests enabled the necessary volume for a good atomization to be assessed.
The volume determined was of the order of 5 ml/m2 under a pressure of 3 bars with a gaseous output of 10 I/minute. Infestation was carried out with 1 00 females of the species of Musca
Domestica, 1 hour after cleaning. Checks were carried out every hour for 4 hours, then at 24 and 48 hours. To permit survival, the flies had available water and food spread on the floor of the room.
In parallel with the above test of leaving the flies in a room with treated windows, a forced contact test was carried out with flies kept in an enclosure of the Petri box type placed against the glass itself.
After 48 hours the flies were removed and new infestations were carried out after 3, 7 and 14 days.
(2) Experimental results obtained.
(a) Composition containing compound A at 0.25 mg/mg2 in solution in product B; a wellknown commercial window-glass cleaning product such as AJAX VITRE, the composition having a pH of 7.
The experimental results are summarized in the following table: *The flies are released into the room.
**20 flies are kept in a cylindrical box, 12 cm in diameter and 3.5 high, placed against the treated glazed surface.
***Up to 5 hours, knock-down. At 24 and 48 hours, mortality.
Percentage KD and mortality at Relative
Concentrations Nature of Temperature Humidity
Infestations mg/m contact 1h 2h 3h 4h 5h 24h 48h C % *** ***
Day 0 0.25 normal* 18 70 65 65 62 65 64 22#1 67#7 forced** 90 90 80 90 90 100 100 22#1 67#7
Day 3 0.25 normal 6 40 46 40 37 55 62 22.5#1.5 74#10 forced 75 75 90 100 100 100 100 22.5#1.5 74#10
Day 7 0.25 normal 13 53 53 48 46 54 63 22.5#0.5 72#8 forced 5 40 30 55 25 45 75 22.5#0.5 72#8
Day 14 0.25 normal 18 30 44 40 34 50 54 22.6#1.5 78#10 forced 45 35 25 25 25 30 55 22.6#1.5 78#10 Conclusion: A high percentage of knock-down and mortality is reached rapidly, over several hours. These percentages vary little up to the 7th day. At the 14th day they still remain notable, but show a reduction.
(b) Composition containing compound A at 0.50 mg/m2 in solution in product B, a wellknown commercial window-glass cleaning product such as AJAX VITRE, the composition having a pH of 7.
The experimental results are summarized in the following table: Percentage KD and mortality at Relative
Concentrations Nature of Temperature humidity
Infestations mg/m2 contact 1h 2h 3h 4h 5h 24h 48h C %
Day 0 0.50 normal 43.3 60 4.1 75.5 77.8 72.2 88.8 20-23 54-70 forced 100 100 95.2 85.7 80.9 100 95.2 20-23 54-70
Day 3 0.50 normal 16.5 31 54.9 60.5 67.6 63.4 70.4 21-22 66-78 forced 100 100 90 85 85 100 100 21-22 66-78
Day 7 0.50 normal 22.2 44.4 53.3 52.2 55.6 68.9 77.8 22-23 79#5 forced 85 90 60 80 85 90 90 22-23 79#5
Day 14 0.50 normal 7.1 30 41.4 45.7 47.1 50 61.4 22-24 58-76 forced 22 59.1 63.6 86.4 86.4 90.9 100 22-24 58-76 Conclusion: Up to the 14th day the knock-down and mortality percentages remain high.At the 7th day, in normal use, the mortality is still near to 80%, which shows clearly that the compound A used in this manner possesses a truly exceptional insecticidal activity at very weak doses. The trials with forced contact show furthermore that at the 14th day, the treated glass surface is still impregnated with a sufficient quantity of the compound A to cause a mortality rate of 100% in 48 hours.
The following non-limiting Examples serve to illustrate the present invention
Example 1: Composition according to the invention.
An aerosol was prepared corresponding to the formulation: (S)-a-cyano-3-phenoxybenzyl (1 R, cis)-2,2 dimethyl-3-(2, 2-dibromovinyl)-cyclopropane- 1-carboxylate 0.02 g -tergital M P X (non-ionic surface active
agent) 0.98 g -isopropyl alcohol 10 g -acetone 5 g -propellent gas 23 g -demineralized water 61 g
Example 2: Composition according to the invention.
A solution was prepared corresponding to the formulation: (S)-a-cyano-3-phenoxybenzyl (1 R, cis)-2,2
di methyl-3-(2, 2-di bromovi nyl)-cyclopropane
1-carboxylate 0.01 g --poloyoxyethylene lauryl ether 0.40 g -ethanol 3.00 g --ethylcellosolve 2.00 g -morpholine 0.50 g -polydimethylsiloxane 0.07 g -tetrasodium salt of ethylene diamine
tetracetate 0.005 g -butane-propane 5.00 g -perfume 0.10 g water 88.91 g
Claims (21)
1. An insecticidal cleaning composition comprising a cleaning agent and at least one compound of formula (I):
wherein the alcohol moiety is of the (S) configuration and in which Y represents
a group of formula (IA)
[in which Z represents a group of formula
(wherein X1 and X2, which may be the same or different, each represents a chlorine or bromine atom) or a group of formula
(wherein X3, X4 and X5 which may be the same or different, each represents a chlorine or bromine atom)], the group of formula (IA) being of cis or trans configuration and optically active;
or a group of formula (1B)
[in which Y' represents a hydrogen, chlorine or bromine atom, an alkyl radical containing from 1 to 4 carbon atoms or an alkoxy radical containing from 1 to 4 carbon atoms and n is 0, 1, 2 or 3].
2. A composition as claimed in claim 1 wherein the cleaning agent is a cleaning agent for glass.
3. A composition as claimed in claim 1 wherein the cleaning agent is a cleaning agent for floors and/or walls.
4. A composition as claimed in any preceding claim in the form of a solution, cream or aerosol.
5. A composition as claimed in any preceding claim containing from 1 to 50 g of compound of formula (I) per 100 ml of the composition.
6. A composition as claimed in claim 5 containing from 2.5 g to 25 g of compound of formula (I) per 100 ml of the composition.
7. A composition as claimed in any preceding claim containing (S)-a-cyano-3-phenoxybenzyl (1 R, cis)-2, 2-dimethyl-3-(2, 2-dibromovinyl)cyclopropane- 1 -carboxylate.
8. A composition as claimed in any one of claims 1 to 6 containing (S)-a-cyano-3phenoxybenzyl (1 R, cis)-2, 2-dimethyl-3-(2, 2-dichlorovinyl)-cyclopropane- 1 -carboxylate.
9. A composition as claimed in any one of claims 1 to 6 containing (S)-a-cyano-3phenoxybenzyl ' ' D" ' 2- chlorophenyl-2-isopropyl-acetate.
10. A composition as claimed in any one of claims 1 to 6 containing one or more compounds selected from (S)-a-cyano-3-phenoxybenzyl (1 R, cis)-2,2-dimethyl-3-( 1,2,2,2-tetra- bromoethyl)-cyclopropane- 1 -carboxylate, (S)-a-cyano-3-phenoxybenzyl (1 R, cis)-2, 2-dimethyl-3 (2, 2-dich loro- 1 , 2-dibromoethyl)-cyclopropane- 1 -carboxylate and (S)-a-cyano-3-phenoxybenzyl (1 R, trans)-2,2-dimethyl-3-(2,2-d ichloro- 1 , 2-dibromoethyl)-cyclopropane- 1 -carboxylate.
11. An insecticidal cleaning composition as claimed in claim 1 substantially as herein described.
1 2. An insecticidal cleaning composition substantially as herein described in Example 1 or
Example 2.
1 3. A method of combatting insects which comprises applying to a surface upon which insects may alight a cleaning composition as claimed in any one of claims 1 to 1 2.
14. A method as claimed in claim 13 wherein the composition is in the form of an aerosol and is atomized onto window-glass and then the glass is wiped.
15. A method as claimed in claim 14 wherein the glass is wiped, after atomization, by rubbing with a soft cloth until the glass is transparent.
16. A method as claimed in claim 13 wherein the composition is applied to walls and/or floors and then the walls and/or floors are wiped.
17. A method as claimed in any one of claims 13 to 16 wherein application of the composition is effected so as to obtain a concentration of 0.05 to 2.5 mg of compound of formula (I) per square metre of surface to be cleaned.
1 8. A method as claimed in claim 1 7 wherein application is effected so as to obtain a concentration of 0.125 to 1 mg of compound of formula (I) per square metre of surface to be cleaned.
1 9. A method as claimed in any one of claims 1 3 to 18 wherein the composition is in the form of an aerosol and atomization is effected under a pressure of from 1 to 5 bars and at a rate of 1 to 10 ml per square metre.
20. A method of combatting insects as claimed in claim 13 substantially as herein described.
21. Each and every novel method, process, composition and product herein disclosed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7920841A FR2463584A1 (en) | 1979-08-17 | 1979-08-17 | WASTE INSECTICIDE COMPOSITIONS AND THEIR APPLICATION TO THE FIGHT AGAINST WELL INSECTS IN PREMISES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2056859A true GB2056859A (en) | 1981-03-25 |
| GB2056859B GB2056859B (en) | 1983-03-02 |
Family
ID=9228903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8026632A Expired GB2056859B (en) | 1979-08-17 | 1980-08-15 | Insecticidal cleaning compositions and their use in combating insects |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5663908A (en) |
| BE (1) | BE884795A (en) |
| BR (1) | BR8005194A (en) |
| CA (1) | CA1150146A (en) |
| CH (1) | CH644734A5 (en) |
| DE (1) | DE3031148A1 (en) |
| DK (1) | DK352480A (en) |
| FR (1) | FR2463584A1 (en) |
| GB (1) | GB2056859B (en) |
| GR (1) | GR70217B (en) |
| IE (1) | IE50428B1 (en) |
| IT (1) | IT1145383B (en) |
| LU (1) | LU82712A1 (en) |
| NL (1) | NL8004663A (en) |
| PT (1) | PT71701B (en) |
| SE (1) | SE447328B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6019855A (en) * | 1995-05-11 | 2000-02-01 | Home & Personal Care Usa | Perfumed compositions comprising polymer and nonionic surfactant |
| GB2351737A (en) * | 1999-07-06 | 2001-01-10 | Helen Dolisznyj | Insecticidal cleaner |
| WO2006092570A1 (en) * | 2005-03-02 | 2006-09-08 | Reckitt Benckiser (Australia) Pty Limited | Insect expellant floor cleaner additive comprising a synthetic pyrethroid |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE470768A (en) * | 1947-01-29 | |||
| US4024163A (en) * | 1972-05-25 | 1977-05-17 | National Research Development Corporation | Insecticides |
| FR2398041A2 (en) * | 1977-07-19 | 1979-02-16 | Roussel Uclaf | CYCLOPROPANE CARBOXYLIC ACID ESTERS CONTAINING A POLYHALOGENIC SUBSTITUTE, PROCESS FOR PREPARATION AND THEIR APPLICATION AS INSECTICIDES, ACARICIDES, NEMATICIDES AND AS VETERINARY MEDICINAL PRODUCTS |
| GB1594462A (en) * | 1977-02-09 | 1981-07-30 | Shell Int Research | Pesticidal composition |
-
1979
- 1979-08-17 FR FR7920841A patent/FR2463584A1/en active Granted
-
1980
- 1980-07-22 SE SE8005310A patent/SE447328B/en not_active IP Right Cessation
- 1980-08-14 GR GR62675A patent/GR70217B/el unknown
- 1980-08-14 PT PT71701A patent/PT71701B/en unknown
- 1980-08-14 LU LU82712A patent/LU82712A1/en unknown
- 1980-08-14 BE BE0/201766A patent/BE884795A/en not_active IP Right Cessation
- 1980-08-14 IT IT49508/80A patent/IT1145383B/en active
- 1980-08-15 CA CA000358415A patent/CA1150146A/en not_active Expired
- 1980-08-15 GB GB8026632A patent/GB2056859B/en not_active Expired
- 1980-08-15 IE IE1736/80A patent/IE50428B1/en unknown
- 1980-08-15 JP JP11189780A patent/JPS5663908A/en active Pending
- 1980-08-15 BR BR8005194A patent/BR8005194A/en unknown
- 1980-08-15 DK DK352480A patent/DK352480A/en not_active Application Discontinuation
- 1980-08-15 CH CH616380A patent/CH644734A5/en not_active IP Right Cessation
- 1980-08-18 NL NL8004663A patent/NL8004663A/en not_active Application Discontinuation
- 1980-08-18 DE DE19803031148 patent/DE3031148A1/en not_active Withdrawn
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6019855A (en) * | 1995-05-11 | 2000-02-01 | Home & Personal Care Usa | Perfumed compositions comprising polymer and nonionic surfactant |
| GB2351737A (en) * | 1999-07-06 | 2001-01-10 | Helen Dolisznyj | Insecticidal cleaner |
| WO2001002525A1 (en) * | 1999-07-06 | 2001-01-11 | Helen Dolisznyj | An insecticidal cleaner |
| GB2351737B (en) * | 1999-07-06 | 2003-11-05 | Helen Dolisznyj | An insecticidal cleaner |
| WO2006092570A1 (en) * | 2005-03-02 | 2006-09-08 | Reckitt Benckiser (Australia) Pty Limited | Insect expellant floor cleaner additive comprising a synthetic pyrethroid |
| AU2006219778B2 (en) * | 2005-03-02 | 2012-05-24 | Reckitt Benckiser (Australia) Pty Limited | Insect expellant floor cleaner additive comprising a synthetic pyrethroid |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2056859B (en) | 1983-03-02 |
| DE3031148A1 (en) | 1981-03-26 |
| CA1150146A (en) | 1983-07-19 |
| JPS5663908A (en) | 1981-05-30 |
| LU82712A1 (en) | 1981-03-24 |
| SE8005310L (en) | 1981-02-18 |
| IT1145383B (en) | 1986-11-05 |
| GR70217B (en) | 1982-08-31 |
| IT8049508A0 (en) | 1980-08-14 |
| PT71701B (en) | 1982-01-26 |
| BR8005194A (en) | 1981-03-04 |
| SE447328B (en) | 1986-11-10 |
| PT71701A (en) | 1980-09-01 |
| FR2463584A1 (en) | 1981-02-27 |
| NL8004663A (en) | 1981-02-19 |
| IE50428B1 (en) | 1986-04-16 |
| DK352480A (en) | 1981-02-18 |
| BE884795A (en) | 1981-02-16 |
| IE801736L (en) | 1981-02-17 |
| FR2463584B1 (en) | 1981-12-24 |
| CH644734A5 (en) | 1984-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |