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US4067990A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of insecticidal compositions based on carbamic esters

Assignee: Reckitt and Colman North America Inc
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Filing: 1975-05-20
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Granted: 1978-01-10
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Expires: 1995-05-20
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Abstract

Abstract Insecticidal compositions in the form of a homogeneous liquid organic solution comprising as essential components: A. from about 0.01 to 10% by weight, based on the weight of the composition of an insecticidal ortho-substituted phenyl N-methyl carbamate; B. from about 0.01 to 10% by weight, based on the total weight of the composition of a liquid non-volatile to low-volatile organic diluent which has a weak solvent power for the active substance A and C. from about 25 to 99% by weight, based on the total weight of said composition of a liquid volatile organic solvent for the active substance A and D. from 0 to about 75% by weight, based on the total weight of said composition of a liquid moderately volatile to volatile organic diluent which has a weak solvent power for the active substance A.

Inventors

  • 👤 Marcel Louis Dulat
  • 👤 Claude Hennart

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 11:16
CPC Classifications
A; A01; A01N; A01N25/00; A01N25/02

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 323 words
An insecticidal composition in the form of a liquid organic homogeneous solution comprising as essential components (A) from about 0.01 to 10%, based on the weight of the composition, of an ortho-substituted phenyl N-methyl-carbamate of the following formula: ##STR4##wherein R is an unsubstituted 1,3-dioxolan-2-yl radical or substituted by one or two methyl groups; and as sole solvent carrier for said component (A) a homogeneous mixture essentially consisting of B. from about 0.01 to 10%, based on the weight of the composition of an organic diluent which is selected from the group consisting of vaseline oil, paraffin oil, hexadecane, 1-chlorohexadecane, 1-bromotetradecane, tetrachlorodiphenyl, isopropylmyristate, di(2-ethylhexyl) adipate, dibutylphthalate, dioctylphthalate, 5-(3,6,9-trioxa-undecyl-2-oxy)-1,3-benzodioxole, glycerol, 5,8,11-trioxapentadecane, 2-amino-2-ethyl-1,3-propanediol, ter.dodecanethiol, oleone, octanoic acid, oleic acid, 2-dodecylsuccinic acid anhydride, olive oil, line oil and mixtures thereof, the weight proportion between component B and component A ranging between 0.2 and 10, with component B having a maximum dissolving capacity for component A of 5%, by weight, at 20° C. and C. from about 25 to 99%, based on the weight of the composition, of an organic solvent, which is selected from the group consisting of dichloromethane, trichloromethane, methylacetate, ethylacetate, propylacetate, isopropylacetate, butylacetate, isobutylacetate, sec. butylacetate, methylpropionate, ethylpropionate, methylbutyrate, ethylbutyrate, 2-methoxyethyl acetate, tetrahydrofuran, dioxan, 2-methoxy-ethanol, methanol, ethanol, isopropanol, acetone, methyl-ethyl-ketone, nitromethane and acetonitrile, with component C having a dissolving capacity for component A of at least 5%, by weight, at 20° C. and D. from 0 to about 75%, based on the weight of the composition of an organic diluent which is selected from the group consisting of pentane, hexane, heptane, 1-chlorobutane, 1,1,1-trichloroethane, trichloroethylene, benzene, isopropanol, amyl alcohol and light petroleum fractions having a distillation range between about 70° and 250° C. and which are soluble in A + B + C liquid at 25° C, have a vapour pressure at 25° C between 0.01 and 150 Torr and are able to dissolve at 20° C between 0 and 5%, by weight, of component A.
Claim 2
Dependent Claim 323 words
An insecticidal composition in the form of a liquid organic homogeneous solution comprising as essential components (A) from about 0.01 to 10%, based on the weight of the composition, of an ortho-substituted phenyl N-methyl-carbamate of the following formula: ##STR4##wherein R is an unsubstituted 1,3-dioxolan-2-yl radical or substituted by one or two methyl groups; and as sole solvent carrier for said component (A) a homogeneous mixture essentially consisting of B. from about 0.01 to 10%, based on the weight of the composition of an organic diluent which is selected from the group consisting of vaseline oil, paraffin oil, hexadecane, 1-chlorohexadecane, 1-bromotetradecane, tetrachlorodiphenyl, isopropylmyristate, di(2-ethylhexyl) adipate, dibutylphthalate, dioctylphthalate, 5-(3,6,9-trioxa-undecyl-2-oxy)-1,3-benzodioxole, glycerol, 5,8,11-trioxapentadecane, 2-amino-2-ethyl-1,3-propanediol, ter.dodecanethiol, oleone, octanoic acid, oleic acid, 2-dodecylsuccinic acid anhydride, olive oil, line oil and mixtures thereof, the weight proportion between component B and component A ranging between 0.2 and 10, with component B having a maximum dissolving capacity for component A of 5%, by weight, at 20° C. and C. from about 25 to 99%, based on the weight of the composition, of an organic solvent, which is selected from the group consisting of dichloromethane, trichloromethane, methylacetate, ethylacetate, propylacetate, isopropylacetate, butylacetate, isobutylacetate, sec. butylacetate, methylpropionate, ethylpropionate, methylbutyrate, ethylbutyrate, 2-methoxyethyl acetate, tetrahydrofuran, dioxan, 2-methoxy-ethanol, methanol, ethanol, isopropanol, acetone, methyl-ethyl-ketone, nitromethane and acetonitrile, with component C having a dissolving capacity for component A of at least 5%, by weight, at 20° C. and D. from 0 to about 75%, based on the weight of the composition of an organic diluent which is selected from the group consisting of pentane, hexane, heptane, 1-chlorobutane, 1,1,1-trichloroethane, trichloroethylene, benzene, isopropanol, amyl alcohol and light petroleum fractions having a distillation range between about 70° and 250° C. and which are soluble in A + B + C liquid at 25° C, have a vapour pressure at 25° C between 0.01 and 150 Torr and are able to dissolve at 20° C between 0 and 5%, by weight, of component A.
Claim 3
Dependent Claim 73 words
The composition according to claim 5, wherein component B is selected from the group consisting of vaseline oil, paraffin oil, hexadecane, 1-chlorohexadecane, 1-bromotetradecane, tetrachlorodiphenyl, isopropylmyristate, dibutylphthalate, dioctylphthalate and 5-(3,6,9-trioxaundecyl-2-oxy)-1,3-benzodioxole, component C is selected from the group consisting of dichloromethane, trichloromethane, tetrahydrofuran and acetone and component D, when it is present, is selected from the group consisting of petroleum fractions of branched aliphatic hydrocarbons having a distillation range between about 90° and 210° C.
Claim 4
Dependent Claim 25 words
The composition as described in claim 1, wherein component D has a vapour pressure of from about 10 Torr to 100 Torr at 25° C.
Claim 5
Dependent Claim 30 words
The composition as described in claim 1, wherein said composition contains a liquefied gas soluble in the whole formed by A + B + C, and usable as aerosol propellant.
Claim 6
Dependent Claim 24 words
The composition as described in claim 1, wherein said additional insecticidally active agent which also contains an insecticidally effective amount of 0,0-diethyl 0-(2-isopropyl-6-methyl-4-pyrimidinyl) thionophosphate.
Claim 7
Dependent Claim 66 words
The composition according to claim 1, essentially consisting of: about 2% of 2-(1,3-dioxolan-2-yl)-phenyl N-methyl-carbamate, about 4% of dibutylphthalate, about 25.5% of dichloromethane, about 2% of tetrahydrofuran, about 0.5% of isopropanol or of tert.butanol, about 11% of a light fraction of petroleum or of heptane about 33% of dichlorodifluoromethane and about 22% of trichlorofluoromethane, all proportions being weight proportions based on the total weight of said composition.
Claim 8
Dependent Claim 47 words
The composition according to claim 1, essentially consisting of: about 2% of 2-(1,3-dioxolan-2-yl)-phenyl N-methyl-carbamate, about 4% of dibutylphthalate, about 20% of dichloromethane, about 20% of a light fraction of petroleum and about 54% trichloroethane, all proportions being weight proportions based on the total weight of said composition.

References Cited (Backward Citations)

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GB937897A Cited
US3215595A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-09 1981-07-11 1982-01-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-09 1985-07-11 1986-01-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-09 1989-07-11 1990-01-10 $7700.00 Window Closed / Lapsed

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