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Patent 1174967 Summary

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(12) Patent: (11) CA 1174967
(21) Application Number: 406784
(54) English Title: AEROSOL FORMULATIONS BASED ON WATER
(54) French Title: PRODUITS D'AEROSOL A BASE D'EAU
Status: Expired
Bibliographic Data
(52) Canadian Patent Classification (CPC):
  • 167/14
  • 167/3.5
(51) International Patent Classification (IPC):
  • A01N 25/06 (2006.01)
  • A01N 37/00 (2006.01)
  • A01N 47/10 (2006.01)
  • C09K 3/30 (2006.01)
(72) Inventors :
  • BEHRENZ, WOLFGANG (Germany)
  • SCHUTTE, MANFRED (Germany)
(73) Owners :
  • BAYER AKTIENGESELLSCHAFT (Germany)
(71) Applicants :
(74) Agent: FETHERSTONHAUGH & CO.
(74) Associate agent:
(45) Issued: 1984-09-25
(22) Filed Date: 1982-07-07
Availability of licence: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): No

(30) Application Priority Data:
Application No. Country/Territory Date
P 31 27 061.1 Germany 1981-07-09

Abstracts

English Abstract



Abstract

Insecticidal or acaricidal aerosol formulations
based on water consist of
0.01 to 6% by weight of, as active compound(s), at least
one insecticidal and/or acaricidal substance
selected from carbamates, pyrethroids and
acetic acid ester derivatives,
0.1 to 2% by weight of at least one emulsifier,
to 40% by weight of at least one organic solvent,
to 70% by weight of water,
to 50% by weight of propellant and
if appropriate, 0.1 to 6% by weight of
additives,
the sum of the components being 100% by weight in each
case. The formulations can be prepared by mixing the
active compound(s), emulsifier, organic solvents and, if
appropriate, additives, adding water to the mixture, and
adding the propellant in a spray can.
The aerosol formulations find use as insecticides
or acaricides in the domestic field and hygiene field or
in agriculture and horticulture.


Claims

Note: Claims are shown in the official language in which they were submitted.




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

1. Aerosol formulation based on water, comprising 0.01 to 6% by weight
of at least one insecticidal and/or acaricidal substance selected from carbamates
pyrethroids, acetic acid ester derivatives and/or phosphoric acid ester deri-
vatives, 0.1 to 2% by weight of at least one emulsifier, 5 to 40% by weight of
at least one organic solvent, 20 to 70% by weight of water, 10 to 50% by weight
of propellant and, where required, 0.1 to 6% by weight of additives, the sum of
the components being 100% by weight.


2. Aerosol formulation as claimed in claim 1, in which the insecticidal
and/or acaricidal substance is a carbamate.


3. Aerosol formulation as claimed in claim 2, in which the carbamate is
2-isopropoxy-phenyl N-methylcarbamate.


4. Aerosol formulation as claimed in claim 1, in which the insecticidal
and/or acaricidal substance is a pyrethroid.


5. Aerosol formulation as claimed in claim 4, in which the pyrethroid
is .alpha.-cyano-m-phenoxybenzyl (1R, 3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopro-
pane-1-carboxylate.


6. Aerosol formulation as claimed in claim 4, in which the pyrethroid
is 3,4,5,6-tetrahydrophthalimidomethyl-2,2-dimethyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate.



7. Aerosol formulation as claimed in claim 4, in which the pyrethroid
is .alpha.-cyano-3-phenoxy-4-fluorobenzyl-3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclo-



24


propanecarboxylate.


8. Aerosol formulation as claimed in claim 4, in which the
pyrethroid is (pentafluorophenyl)-methyl-3-(2,2-dichlorovinyl)-
2,2-dimethyl-cyclopropane-carboxylate.


9. Aerosol formulation as claimed in claim 1, in which the
insecticidal and/or acaricidal substance is an acetic acid ester
derivative.


10. Aerosol formulation as claimed in claim 9, in which the
acetic acid ester derivative is 2,2,2-trichloro-1-(3,4-
dichlorophenyl)-ethyl acetate.


11. Aerosol formulation as claimed in claim 1, in which the
insecticidal and/or acaricidal substance is a phosphoric acid ester
derivative.


12. Aerosol formulation as claimed in claim 11, in which the
phosphoric acid ester derivative is 0,0-diethyl-thionophosphoryl-
.alpha.-oximino-phenyl acetic acid nitrile.


13. Aerosol formulation as claimed in claim 11, in which the
phosphoric acid ester derivative is 0,0-diethyl-thionophosphoryl-
.alpha.-oximino-(2-chlorophenyl) acetic acid nitrile.



14. Aerosol formulation as claimed in claim 1, in which the
emulsifier is selected from polyoxyethylene-sorbitan monolaurate,
monopalmitate, monostearate and monooleate, having in each case
an average of 20 -CH2-CH2-O groups per molecule, and sorbitan
monolaurate, monopalmitate, monostearate, tristearate, monooleate
and trioleate.




15. Aerosol formulation as claimed in claim 1, in which the organic
solvent is selected from saturated aliphatic hydrocarbons of a boiling point
between 150°C and 250°C, low-boiling chlorinated aliphatic hydrocarbons, alcohols
having up to 3 carbon atoms, and low-boiling ketones.


16. Aerosol formulation as claimed in claim 1, in which the propellant
is a mixture of propane and butane.


17. Aerosol formulation as claimed in claim 1, in which the additives
are selected from synergists, aroma substances and stabilisers.


18. Process for the production of aerosol formulations based on water,
in which process a solution comprising 0.01 to 6% by weight of at least one
insecticidal and/or acardicidal substance selected from carbamates, pyrethroids,
acetic acid ester derivatives and phosphoric acid ester derivatives, 0.1 to 2%
by weight of at least one emulsifier, 5 to 40% by weight of at least one organic
solvent and if appropriate, 0.1 to 6% by weight of additiues, is mixed with 20
to 70% by weight of water, and 10 to 50% by weight of propellant is added to the
resulting mixture in a spray can, the sum of the components being 100% by weight
in each case, and the percentages by weight being relative to the resulting
formulation.


19. Method of combating insects and acarids in the domestic field, the
hygiene field, in agriculture or in horticulture, said method comprising applying
to the insects and acarids, or to a habitat thereof, an aerosol formulation
according to claim 1.


26


20. Method of freeing or protecting domesticated animals from parasites,said method comprising applying to the animals an aerosol formulation according
to claim 1.

27

Description

Note: Descriptions are shown in the official language in which they were submitted.


1 17496

~;e~
The present invention relates to certain new
aerosol formulations based on water, to a procPss for
their preparation and to their use in the domestic field
and hygiene field and in plant protection.
The application of active compounds in the domestic
field and hygiene field and in plant protection with the
aid of spray cans in which the active compounds in the
aerosol formulations are contained in solution in organic
solvents has already been disclosed. In this type of
application relatively large amounts of organic solvents
are sprayed; this is expensive, on the one hand, and is
also undesirable for reasons of environmental protection, on
the other hand. To eliminate this negative factor as far
as possible, aerosol formulations were therefore developed
in which a part of the organic solvents is replaced by
water. A decisive disadvantage of the previously dis-
closed aerosol formulations of this type however is that
they exhibit a significantly lower action than the corres-
ponding water-free aerosol formulations (see
Bundesgesundheitsblatt tFederal Health Sheet) 24, No. 10.
pages 163-165 (1981)).
According to the present invention we provide, as
new formulations, aerosol formulations based on water,
characterised in that they consist of
0.01 to 6~o by weight of at least one insecticidal and/
or acaricidal substance selected from
carbamates, pyrethroids, acetic acid ester
derivatives and phosphoric acid ester derivatives,
0.1 to 2~o by weight of at least one emulsifier,
to 40O by weight of at least one organic solvent,
to 70O by weight of water,
_ 10 to 50O by weight of propellant and
if appropriate, 0.1 to 6~ by weight of
additives,
the sum of the components being 100,~ by weight in each case.
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According to the present invention we further provide
a process for the production of an aerosol formulation of
the present invention, characterised in that a solution
consisting of
û.01 to 62~ by weight of at least one insecticidal and/or
acaricidal substance selected from carbamates,
pyrethroids, acetic acid ester derivatives and
phosphoric acid ester derivatives,
0.1 to 2Co by weiyht of at least one emulsifier,0 5 to 40~ by weight of at least one organic solvent
and
if appropriate, 0.1 to 6o by weight of
additives,
is mixed with 20 to 7030 by weight of water, and lO to 50O
by weight of propellant is added to the resulting mixture
in a spray can, the sum of the components in the formul-
ation being lOO~o by weight in each case, and the percentages
by weight being relative to the resulting formulation.
Finally, it has been found that the aerosol formul-
ations, according to the invention, based on water, can beused in the domestic field and hygiene field or in agri-
culture and in horticulture.
It i9 to be regarded as extremely surprising that
the aerosol formulations, according to the invention,
which are based on water and contain insecticidal and/or
acaricidal substances selected from carbamates, pyrethroids, acetic
acid ester derivatives and phosphoric acid ester derivatives,
possess a better action than the corresponding, previously known
water-free aerosol formulations. A superior action of this type
could not be expected on the basis of the known state of the art,
since, according to previous experience, the water-free
aerojol formulations exhibited in each instance a better
activity than the analogous water-containing aerosol
formulations.
However, the aerosol formulations, according to the
invention, based on water, are distinguished in comparison

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to the corresponding, previously known water-Free aerosol
formulations not only by an unexpectedly higher action, but
also by the fact that a smaller amount of organic solvent is
required. The aerosol formulations, according to the
invention, based on water, can therefore be prepared more
cheaply than the corresponding water-free aerosol formul-
ations. In addition, the pollution of the environment
by organic solvents is reduced in the case of the aerosol
formulations according to the invention.
The aerosol formulations, according to the present
invention, based on water, contain at least one insecti-
cidal and/or acaricidal substance selected from carbamates,
pyrethroids, acetic acid ester derivatives and/or phosphoric
acid ester derivatives. The following may be mentioned as
individual examples of active compounds of this type:
2-isopropoxy-phenyl N-methylcarbamate, 2,2,2-
trichloro-1-(3,4-dichlorophenyl)-ethyl acetate, ~-cyano-m-
phenoxybenzyl (1R, 3R)-3-(2,2-dibromovinyl)-2,2-dimethyl-
cyclopropane-1-carboxylate, 2,3,4,5-tetrahydrophthalimido-
methyl chrysanthemumate, ~-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-carboxylate,
(pentafluorophenyl)-methyl 3-(2,2-dichlorovinyl)-2,2-
dimethyl-cyclopropane-carboxylate, natural pyrethrum,
0,0-diethyl thionophosphoryl-a-oxlmino-phenyl acetic acid
nltrile and 0,0-diethyl thionophosphoryl-X-oximino-
(2-chlorophenyl)-acetic acid nitrile. 2-isopropoxy-phenyl
N-methylcarbamate is particularly preferred.
Polyoxyethylenesorbitane fatty acid ester and
sorbitane fatty acid ester are preferred as emulsifiers
which are contained in the aerosol formulations according
to the invention. The following may be mentioned as
examples: polyoxyethylene-sorbitane monolaurate,
monopalmitate, monostearate and monooleate, having in each
case an average of 20 -~H2-CH2-0 groups per molecule, and
also sorbitane monolaurate, monopalmitate, monostearate,
tristearate, monooleate and trioleate.
The emulsifiers can be contained individually or
in the form of mixtures in the aerosol formulations

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-- 4 --
according to the invention.
The following are preferred as organic solvents
which are contained in the aerosol formulations according
to the invention: saturated aliphatic hydrocarbons of
boiling point between 150C and 250C (such as dodecane
and deodorised kerosenes), ~d ~so low-boiling chlorinated aliphatic
hydrocarbons (such as methylene chloride~ and furthermore
alcohols having up to 3 carbon atoms (such as ethanol,
n-propanol and iso-propanol) and in addition, low-boiling
ketones (such as acetone and methyl ethyl ketone).
The organic solvents can be contained individually
or in the form of mixtures.
Distilled w~t-r is preferred as the water in the
case of aerosol formulations according to the invention.
Mixtures of propane and butane are preferred as
propellants which are contained in the aerosol formuiations
according to the invention.
Synergists, aroma substances and stabilisers are
suitable as additives which can be contained in the
2û aerosol formulations, according to the invention, based
on water.
Piperonyl butoxide may be mentioned as an example
of a synergist.
Perfume oils are suitable as aroma substances.
The aroma gubstance obtainable under the designation
"FrischduFt 760 712 H + R!' from Haarmann & Reimer GmbH,
Holzminden, may be mentioned in particular.
Sodium benzoate and amphoteric tensides may be
mentioned as examples of stabilisers.
The percentage proportions of the components
contained in the aerosol formulations, according to the
invention, based on water, can be varied within the
specified ranges. The proportion of active compound
or active compounds is preferably between 0.04 and 3O by
weight. The proportion of emulsifier is preferably 0.2 to

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.

1 17496~

1.5~o by weight. Organic solvents are present preferably
in proportions between 6 and 35O by weight. The pro-
portion of propellant is preferably between 20 and 40O by
weight. Additives can be contained in proportions of
preferably 0.5 to 5O by weight.
The percentage proportion of water in the aerosol
formulations according to the invention is calculated in
each cass as the difference between 100~o by weight and the
sum of the percentage portions of the remaining components.
Preferably between 30 and 65~ by weight, of water are
contained in the formulations.
In the preparation of the aerosol formulations,
according to the invention, based on water, by the process
according to the invention, all those components can be
used which have already been mentioned in connection with
the description of the aerosol formulations themselves.
Those substances which have been mentioned individually
above as preFerred or as examples are preferred.
In carrying out the process according to the
2û invention, the process temperatures can be varied within a
certain range. The process is carried out in general
at a teMperature between 0C and 50C, preferably between
10C and 30C.
In carrying out the process according to the
invention, in general the following procedure is followed:
a solution of the active compound or active compounds,
emulsifier and organic solvent and, if appropriate, additives,
is introduced into a spray can which already contains the
desired amount of water, the spray can is then closed with
a valve, and the propellant is introduced by customary
methods. The sequence in which the components are combined
in the preparation of the organic phase is variable. Like-
wise, the mixing of the organic phase with water and the
addition of a propellant in a customary manner can also be
varied.

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The aerosol formulations, according to the
invention, based on water, can be applied in the
prepared form. The amount used depends on the con-
centration in which the active compound is present, and
on the particular indication.
The present invention also provides a method of
combating insects or acarids which comprises applying to
the insects or acarids, or to a habitat thereof, an
aerosol formulation of the present invention.
The present invention also provides a method of
freeing or protecting domesticated animals from insects or
acarids which comprises applying to said animals an
aerosol formulation according to the present invention.
The present invention further provides crops
protectsd from damage by insects or acarids by being grown
in areas in which immediately prior to and/or during the
time of the growing an aerosol formulation of the present
invention.
It will be seen that the usual methods of providing
a harvested crop may be improved by the present invention.
The present invention further provides domesticated
animals whenever freed or protected from insects or acarids
by the application to said animals of an aerosol formulation
according to the presnt invention.
Furthermore, it is possible to spray other areas
or objects on which the active components are to develop
their action with the formulations. If the active
components are intended to act in rooms, the formulations
are sprayed in these rooms.
The following Examples illustrate the preparation
and the use of the aerosol formulations according to the
present invention.


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Preparative Exampl~s
Example l
To prepare an aerosol formulation based on water,
40 9 of distille~ water were initially introduced into a
spray can having a gross volume of 120 ml, and a solution
which contained 2 9 of 2-isopropoxy-phenyl N-methyl-
carbamate, 0.2 g of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylate,
l g of piperonyl bùtoxide, 1 9 of sorbitane monooleate,
0.2 9 of the aroma substance obtainable under the name
"Frischduft 760 712 H * R" from Haarmann ~ Reimer GmbH,
Holzminden, 10 9 of methylene chloride and 15.6 9 of
isopropanol was added. Thereafter, the spray can was
provided with a valve and filled with 30 9 of a propel-
lant gas mixture which consisted of 15o by weight of
propane and 85o by weight of butane.
The aerosol formulations listed in the examples
below were also prepared according to the method given
in Example 1.
Example 2
Aerosol formulation of the following composition:
2 96 by weight of 2-isopropoxy-phenyl N-methyl-
carbamate
0.2 ~ by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
96 by weight of piperonyl butoxide,
96 by weight of sorbitane monooleate,
0,2 ~ by weight of "Frischduft 760 712 H + R" (see
Example 1),




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10 ~0 by weight of methylene chloride,
20 O by weight of isopropanol,
5 O by weight of dodecane,
30.6 O by weight of distilled water and
30 O by weight of propane/butane = 15 : 85.
Example 3 ~
Aerosol formulation of the following composition:
2 ~O by weight of 2-isopropoxy-phenyl N-methyl-
carbamate,
0.2 gO by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
O by weight of piperonyl butoxide,
90 by weight of sorbitane monooleate,
0.2 ~O by weight of "Frischduft 760 712 H + R" (see
Example 1),
5 Zo by weight of methylene chloride,
20 O by weight of isopropanol,
35.6 O by weight of distilled water and
20 30 ~0 by weight of propane/butane = 15 : 85.
Example 4
Aerosol formulation of t.hefollowing composition:
2 O by weight of 2-isopropoxy-phenyl N-methyl-
carbamate,
0.2 ~O~ by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
5~ by weight of piperonyl butoxide,
~O by weight of a mixture of 9 parts by weight of
sorbitane monooleate and l part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20

-CH2-CH2_o groups per molecule,

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1 174~6~
g 0.2% by weight o~ "Frischduft 760 712 H + R" (see
Example 1),
10.6% by weight of methylene chloride,
10 % by weight o~ isopropanol,
5 5 % by weight of dodecane,
40 % by weight of distilled water and
30 % by weight of propane/butane = 15: 85
ExamPle 5
Aerosol formulation of the following composition:
10 2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate~
1 % by weight of piperonyl butoxide,
15 1 % by weight of sorbitane monooleate,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
15.6% by weight of isopropanol,
10 % by weight of dodecane,
20 40 % by weight of distilled water and
30 % by weight of propane/butane = 15: 85.
Exam~le 6
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidanethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
% by weight of piperonyl butoxide,
% by weight of a mixture of 9 parts by weight of
sorbitane monooleate and 1 part by
weight o~ polyoxyethylene-sorbitane
monooleate having an average OI 20
-CH2-CH2-0 groups per molecule,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
10 % by weight of methylene chloride,
15.6% by weight o~ isopropanol,
40 % by weight of distilled l~ater and
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1 17496~
-- 10--
30 % by weight of propane/butane = 25 : 75.
Example 7
Aerosol formulation o~ the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide,
1 % by weight of a mixture of 9 pàrts by weight of
sorbitane monooleate and 1 part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
15.6% by weight of isopropanol,
10 % by weight of dodecane,
40 % by weight of distilled water and
30 % by weight of propane/butane = 25 : 75.
ExamPle 8
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide,
1 % by weight of a mixture of 9 parts by weight of
sorbitane monooleate and 1 part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
5 % by weight of methylene chloride,
y by weight of isopropanol,
% by weight of dodecane,
35.6% by weight of distilled water and
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-- 11 --
30 % by weight of propane/butane = 25: 75.
Example 9
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide,
1 % by weight of a mixture of 9 parts by weight of
sorbitane monooleate and 1 part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
12 % by weight of methylene chloride,
5 % by weight of dodecane,
48.6% by weight of distilled water and
30 % by weight o~ propane/butane = 25: 75.
Exam~le 10
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidcmethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide
1 % by weight of a mixture of 9 parts by weight of
sorbitane monooleate and 1 part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
5 % by weight of methylene chloride,
35 15 % by weight of isopropanol,
5 % by weight of dodecane,
40.6% by weight of distilled water and
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~174967.
-- 12 --
30 /0 by weight of propane/butane = 25: 75
Example 11
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide,
1 ~0 by weight of sorbitane monooleate,
0.2% by weight of "Frischduft 760 712 H ~ ~" (see
Example 1),
15.6% by weight of methylene chloride,
10 % by weight of dodecane,
40 /0 by weight of distilled water and
30 % by weight of propane/butane = 15 : 85.
Example 12
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyI 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide,
1 % by weight of sorbitane monooleate,
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
12 % by weight of methylene chloride,
5 /0 by weight of dodecane,
48.6% by weight of distilled water and
30 % by weight of propane/butane = 15: 85.
30 Example 13
Aerosol formulation of the following composition:
2 /0 by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2% by weight of 3,4,5,6-tetrahydrophthalimidomethyl 2,2-di-
methyl-3-(2-methylpropenyl)-cyclo-
propanecarboxylate,
1 % by weight of piperonyl butoxide,
1 % by weight of sorbitane monooleate,
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3L17496~
-- 13 --
0.2% by weight of "Frischduft 760 712 H + R" (see
Example 1),
5 % by weight of ~odecane,
16.5% by weight of isopropanol,
5 44.1% by weight of distilled water,
30 % by weight of propane/butane = 15: 85.
Example 14
Aerosol formulation of the following composition:
0.04% by weight of c~-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cyclopropanecarboxylate,
0.3% by weight of a mixture OI 9 parts by weight of
sorbitane monooleate and l part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
3 % by weight of dodecane,
3.5% by weight of acetone,
63.16% by weight of distilled water and
20 30 % by weight of propane/butane = 15: 85.
Example 1~
Aerosol formulation of the following composition:
0.04% by weight of ~-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cyclopropanecarboxylate,
0.2 % by weight of piperonyl butoxide,
- 0.3 % by weight of a mixture of 9 parts by weight of
sorbitane monooleate and l part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
3 % by weight of dodecane,
3.5 % by weight of acetone,
62.96% by weight of distilled water and
35 30 % by weight of propane/butane = 25: 75.
Example 16
Aerosol formulation of the following composition:
0.04% by weight of (pentafluorophenyl)-methyl 3-(2,2-
Le A 21 105

~ 174967
_ 14 --
dichlorovinyl)-2,2-dimethylcyclo-
propanecarboxylate,
0.025%byweight of ~-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cyclopropanecarboxylate,
0.2 % by weight of piperonyl butoxide,
0.3 % by weight of a mixture of 9 parts by weight of
sorbitane monooleate and 1 part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
-CH2-CH2-0 groups per molecule,
3 % by weight of dodecane,
3.5 % by weight of acetone,
62.935%by weight of distilled water and
30 % by weight of propane/butane = 25 : 75.
Example 17
Aerosol formulation of the following composition:
0.04% by weight of (pentafluorophenyl)-methyl 3-(2,2-
dichlorovinyl)-2,2-dimethylcyclo-
propanecarboxylate,
0.3 % by weight of a mixture of 9 parts by weight of
sorbitane monooleate and 1 part by
weight of polyoxyethylene-sorbitane
monooleate having an average of 20
CH2-CH2-0 groups per molecule,
3 % by weight of dodecane,
3.5 % by weight of acetone,
63.16% by weight of distilled water and
30 % by weight of propane/butane = 25 : 75.
Example 18
Aerosol formulation of the following composition:
2 % by weight of 2,2,2-trichloro-1-(3,4-dichloro-
phenyl)-ethyl acetate,
0.2 % by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
1 % by weight of piperonyl butoxide,
0.75% by weight of sorbitane monooleate,
Le A 21 105

l 174967

% by weight of dodecane,
% by weight of isopropanol,
46.05% by weight of distilled water and
% by weight of propane/butane = 25 : 75.
Example 19
Aerosol formulation of the following composition:
2 % by weight of 2,~,2-trichloro-1-(3,4-dichloro-
phenyl)-ethyl acetate,
0.2 % by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
1 % by weight of piperonyl butoxide,
0.75% by weight of sorbitane monooleate,
% by weight of dodecane,
46.05% by weight of distilled water and
30 % by weight of propane/butane = 25 : 75.
ExamPle 20
Aerosol formulation of the following composition:
2 % by weight of 2,2,2-trichloro-1-(3,4-dichlorophe-
nyl)-ethyl acetate,
0,2 % by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
1 % by weight of piperonyl butoxide,
0.75% by weight of sorbitane monooleate,
% by weight of dodecane,
% by weight of isopropanol,
46.05% by weight of distilled water and
~o by weight of propane/butane = 25 : 75.
Example 21
Aerosol formulation of the following composition:
1 ~ by weight of 0,0-diethyl-thionophosphoryl-~-oximino-
phenyl acetic acid nitrile,
0.2 % by weight of natural pyrethrum,
1 ~ by weight of piperonyl butoxide,
0.4 ~ by weight of a mixture of

Le A 21 10_

1 17~96~

- 16 -
9 parts by weight of sorbitane mono-
oleate and
1 part by weight of polyoxyethylene-
sorbitane monooleate having
an average of 20 -CH2-CH2-0
groups per molecule,
3.6 ~ by weight of dodecane,
3.5 % by weight of acetone,
60.3 % by weight of distilled water and
30 % by weight of propane/butane = 25 : 75.
Example 22
Aerosol formulation of the following composition:
1 % by weight of 0,0-diethyl-thionophosphoryl-~-oximino-
(2-chlorophenyl~ acetic acid nitrile,
0.2 % by weight of natural pyrethrum,
1 ~ by weight of piperonyl butoxide,
0.4 % by weight of a mixture of
9 parts by weight of sorbitane mono-
oleate and
1 part by weight of polyoxyethylene-
sorbitane monooleate having
an average of 20 -CH2-CH2-0
groups per molecule,
3.6 % by weight of dodecane,
3.5 % by weight of acetone,
60.3 % by weight of distilled water and
% by weight of propane/butane = 25 : 75.
ExamPle 23
Aerosol formulation of the following composition:
2 ~ by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.04% by weight of ~-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cyclopropanecarboxylate,
0.2 % by weight of piperonyl butoxide,
1 % by weight of sorbitane monooleate,
0.2 % by weight of "Frischduft 760 712 H + R"
(see Example 1),
Le A 21 105

1174967

~ by weight of methylene chloride,
% by weight of isopropanol,
% by welght of dodecane,
30.6 % by weight of distilled water,
% by weight of propane/butane = 15 : 85.
Example 24
Aerosol formulation of the following composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.04% by weight of (pentafluorophenyl)-methyl-3-(2,2-
dichlorovinyl)-2,2-dimethyl-cyclo-
propanecarboxylate,
0.2 % by weight of piperonyl butoxide,
1 % by weight of sorbitane monooleate,
0.2 % by weight of "Frischduft 760 212 H + R"
(see Example 1),
10 ~ by weight of methylene chloride,
20 % by weight of isopropanol,
5 ~ by weight of dodecane,
30.6 % by weight of distilled water,
20 30 % by weight of propane/butane = 15 : 85.
Example 25
Aerosol formulation of the following composition:
2 % by weight of 2,2,2-trichloro-1-(3,4-dichlorophenyl)-
ethyl acetate,
0.04~ by weight of (pentafluorophenyl)-methyl-3-(2,2-
dichlorovinyl)-2,2-dimethyl-cyclo-
propanecarboxylate,
0.75% by weight of sorbitane monooleate,
15 % by weight of dodecane,
30. 5 % by weight of isopropanol,
47.21% by weight of distilled water,
30 % by weight of propane/butane = 2S : 75.
Comparative ExamPles
Example I
Aerosol formulation of the following composition:
0.04% by weight of X-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cyclopropanecarboxylate,
5 ~ by weight of methylene chloride,
Le A 21 105

117496~

- 18 -
% by weight of dodecane and
0.01~ by weight of "Frischduft 760 712 H + R"
(see Example 1),
84.95% by weight of propane/butane = 15 : 85.
Example II
Aerosol formulation of the ollowing composition:
2 % by weight of 2-isopropoxy-phenyl N-methyl-carbamate,
0.2 % by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
1 % by weight of piperonyl butoxide,
11.8 % by weight of dodecane,
% by weight of methylene chloride and
% by weight of propane/butane = 15 : 85.
Example III
Aerosol formulation of the following composition:
0.04% by weight of a-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cyclopropanecarboxylate,
0.2 % by weight of piperonyl butoxide,
5 % by weight of methylene chloride,
9.76% by weight of dodecane and
85 % by weight of propane/butane 15 : 85.
Example IV
Aerosol formulation of the following composition:
0.04~o by weight of (pentafluoromethyl)-methyl 3-(2,2-
dichlorovinyl)-2,2-dimethyl-cyclo-
propanecarboxylate,
0.025%by weight of ~-cyano-3-phenoxy-4-fluorobenzyl
3-(2,2-dichlorovinyl)-2,2-dimethyl-
cycloprop~necarboxylate,
0.2 % by weight of piperonyl butoxide,
9.735%by weight of dodecane and
85 % by weight of propane/butane = 15 : 85.
35 ExamPle V
Aerosol formulation of the following composition:
0.04% by weight of (pentafluorophenyl)-methyl 3-(2,2-
dichlorovinyl)-2,2-dimethyl-cyclo-
propanecarboxylate,
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1 17496~

O by weight of methylene chloride,
9.96 O by weight of dodecane and
O by weight of propane/butane = 15 : 85.
Example VI
Aerosol formulation of the following composition:
2 O by weight of 2,2,2-trichloro-1-(3,4-dichlorophenyl)-
ethyl acetate,
0.2 O by weight of 3,4,5,6-tetrahydrophthalimidomethyl
2,2-dimethyl-3-(2-methylpropenyl)-
cyclopropanecarboxylate,
1 O by weight of piperonyl butoxide,
0.01 O by weight of "Frischduft 760 712 H + R'l (see
Example 1),
10 O by weight of methylene chloride,
oO by weight of dodecane and
71.79o by weight of propane/butane 15 : 85.
Example VII
Aerosol formulation of the following composition:
1 ~ by weight of O,O-diethyl-thionophosphoryl-~-oximino-

phenyl acetic acid nitrile,
0.2 ~ by weiqht of natural pyrethrum,
1 % by weight of piperonyl butoxide,
18 ~ by weight of isopropanol,
12 ~ by weight of dodecane,
67.8 % by weight of propane/butane = 15 : 85.
The insecticidal activity of the compositions ac-

cordlng to this invention is illustrated by the following
biotest-Examples.
Example A
Aerosol test

Test animals: Musca domestica 0~ (resistant)
3 wire cages were suspended from the ceiling in
two identical rooms A and B of 30 m~ capacity each, and
20 3 to 4 day old flies of the species ~lusca domestica
were introduced into each wire cage so that there were 60
flies in each room.
The room temperature is 22C in both rooms.
Through a flap in the doors to both rooms, 16.9 9 of the
formulation of Example 14 were then sprayed into r~om A
and 16.9 9 of the formulation of Example 1 were sprayed
Le A 21 105

1 17496~

- 20 -
into room B. Thereafter,the condition of the test
animals was constantly checked from outside, through a
glass window, and the times (minutes) required for a 50O
(k.d. 50) or 100o (k.d. lO0) knock-down effect on the
flies were determined.
The values determined can be seen in Table A
below.
Table A
Aerosol test
Musca domestica ~ (resistant)
Formulation K.d. 50 K.d. lO0
according (minutes) (minutes)
to ExampIe
.. ..
I 26 33
(known)
-
14 15 22
(according to the
invention)
. . . _ . . . _ . _

Example B
Aerosol te~t
Test animals; l~usca domestica ~ (resistant)
3 wire cages were suspended from the ceiling in
each of three identical rooms A, B and C of 30 m3 capacity,
before each sxperiment. Each wire cage contained 20 3 to
4 day old flies. The temperature in the rooms ~as 22C.
16.9 9 of can content per ro-om were sprayed successively
into the rooms from spray cans, through a flap in the door.
The condition of the test animals was constantly checked
through a window in the door, and the times (minutes)
required for a 50O (K.d. 5û) and a 100~o (K.d. lO0) knock-
down effect on the flies were determined. In this
manner several spray can formulations were tested in
succession. Between the individual tests, the rooms were
thoroughly ventilated until they were again insecticide-
free.
The formulations used and the values determined
can be seen in Tables B-l to B-6 below.
Le A 21 105

1 17496~
- 21 -
Table B-l
Aerosol test
Musca domestica 0~ (resistant)
Formulation K.d. 50 K.d. lO0
according to (minutes) (minutes)
Example
known:
II 21 34
according to the
invention:
13 17 22
12 15 20
11 15 22
13 18
9 17 24
8 15 23
7 18 25
6 13 17
4 16 23
3 9 11
2 8 10
14 18
1 6 10

Table B-2
Aerosol test
Musca domestica od (resistant)
Formulation K.d. 5û K.d. lO0
according to (minutes) (minutes)
Example
known:
III 22 27
according to the
invention:

13 16

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~ 17496~

- 22 -
Table B-3
.
Aerosol test
Musca domestica ~ (resistant)
Formulation K.d. 50 K.d. lO0
according to (minutes) (minutes)
Example
known:
IV 12 15
according to the
invention:
16 9 11

Table B-4
Aerosol test
Musca domestica ~0 (resistant)
Formulation K.d. 50 K.d. lO0
according to (minutes) (minutes)
Example
known:
V 12 15
according to the
invention:
17 10 14

Table B-5
Aerosol test
Musca domestica ~ (resistant)
Formulation K.d. 50 K.d. lO0
according to (minutes) (minutes)
Example
known:
VI 16 21
according to the
invention:
, _
18 14 20
19 13 19
13 20
Le A 21 105

1 1 7496~


Tablo B-6
Aerosol test
Musca domestica ~ (resi3tant)
Formulation K.d. 50 K.d. lO0
according to ~minute~) (minute~)
Example
_
known: ~
VII 26 ~ 60
according to the
invention:
21 18 33




Le A 21 105

Representative Drawing

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Administrative Status

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Administrative Status

Title Date
Forecasted Issue Date 1984-09-25
(22) Filed 1982-07-07
(45) Issued 1984-09-25
Correction of Expired 2001-09-26
Expired 2002-07-07

Abandonment History

There is no abandonment history.

Payment History

Fee Type Anniversary Year Due Date Amount Paid Paid Date
Application Fee $0.00 1982-07-07
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
BAYER AKTIENGESELLSCHAFT
Past Owners on Record
None
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
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Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Drawings 1993-12-17 1 6
Claims 1993-12-17 4 104
Abstract 1993-12-17 1 19
Cover Page 1993-12-17 1 16
Description 1993-12-17 23 755