IMPROVED METHOD FOR PRODUCING EMULSIFIABLE PESTICIDE SOLUTIONS

• US 20140148510A1
• Filed: 07/19/2012
• Published: 05/29/2014
• Est. Priority Date: 07/19/2011
• Status: Active Grant

• Current Assignee: Arysta LifeScience Benelux SPRL (UPL Limited)
• Original Assignee: Arysta LifeScience Benelux SPRL (UPL Limited)
• Inventors: Pirotte, Alan
• Granted Patent: US 9,226,507 B2
• Time in Patent Office: Days
• US Class Current: 514/521
• CPC Class Codes: A01N 25/02 containing liquids as carriers, diluents or solvents
• CPC Class Codes: A01N 25/04 Dispersions, emulsions, suspoemulsions, suspension concentrates or gels foams A01N25/16
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 37/42 containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
• CPC Class Codes: A01N 43/30 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/50 1,3-Diazoles; Hydrogenated 1,3-diazoles
• CPC Class Codes: A01N 43/653 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
• CPC Class Codes: A01N 47/12 containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
• CPC Class Codes: A01N 47/20 N-Aryl derivatives thereof
• CPC Class Codes: A01N 53/00 Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Abstract

The current invention provides a kit of parts for producing an emulsifiable pesticide solution comprising: (a) a water miscible organic solvent selected from the list of a glycol ether, a glycerol formal, dimethylsulfoxide, gamma-butyrolactone or mixtures thereof, (b) an alkoxylated alcohol with an average of 6 to 80 moles of ethylene oxide and 2 to 60 moles of propylene oxide per mole of alcohol; and (c) a pesticidal active ingredient. The invention further provides a composition for producing an emulsifiable pesticide solution, a method for producing such a composition and a method for treating an agricultural crop. In addition the invention provides some advantageous pesticidal compositions.

Claims

1. Kit of parts for producing an emulsifiable pesticide solution comprising:

(a) a water miscible organic solvent selected from the group consisting of a glycol ether, a glycerol formal, dimethylsulfoxide, gamma-butyrolactone and mixtures thereof,

(b) an alkoxylated alcohol having an alkyl chain length of 4 to 24 carbon atoms with an average of 6 to 80 moles of ethylene oxide and 2 to 60 moles of propylene oxide per mole of alcohol; and

(c) a pesticidal active ingredient,

wherein the alkoxylated alcohol is of formula (I) or (II),

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH₂—

O)_y—

(CH₂—

CH(CH₃)—

O)_z—

H 

 

(I)

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH(CH₃)—

O)_z—

(CH₂—

CH₂—

O)_y—

H 

 

(II)

and wherein the alcohol part has a carbon chain length of at least 8 carbon atoms, y is between 6 and 80; and

z is between 2 and 60;

with the proviso that an aromatic or isoparaffinic solvent are absent.

2. Composition for producing emulsifiable pesticide solutions, obtained from a kit of parts according to claim 1, comprising:

(a) a water miscible organic solvent selected from the group consisting of a glycol ether, a glycerol formal, dimethylsulfoxide, gamma-butyrolactone and mixtures thereof; and

(b) an alkoxylated alcohol having an alkyl chain length of 4 to 24 carbon atoms with an average of 6 to 80 moles of ethylene oxide and 2 to 60 moles of propylene oxide per mole of alcohol,

wherein the alkoxylated alcohol is of formula (I) or (II),

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH₂—

O)_y—

(CH₂—

CH(CH₃)—

O)_z—

H 

 

(I)

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH(CH₃)—

O)_z—

(CH₂—

CH₂—

O)_y—

H 

 

(II)

and wherein the alcohol part has a carbon chain length of at least 8 carbon atoms, y is between 6 and 80; and

z is between 2 and 60;

with the proviso that an aromatic or isoparaffinic solvent are absent.

3. Composition according to claim 2, wherein the solvent is dipropylene glycol methyl ether, diethylene glycol monoethylether or dipropylene glycol monoethyl ether.

4. Composition according to claim 2, wherein y is between 10 and 60;

and z is between 2 and 45.

5. Composition according to claim 2, wherein the pesticidal active ingredient is selected from the group consisting of abamectin, alpha-cypermethrin, cypermethrin, permethrin, deltamethrin, diflubenzuron, flufenoxuron, ethofenprox, malathion, pymetrozin, pyriproxifen, azoxystrobin, chlorothalonil, cyprodinil, dimethomorph, dodine, iprodione, mancozeb, metconazole, spiroxamine, 2,4-dichlorophenoxyacetic acid, 2-ethylhexyl ester (2,4-D EHE), chloroprofam (CIPC), clethodim, metribuzin, prosulfocarb, pendimethalin, triclopyr buthoxyethyl ester, trinexapac-ethyl, and a mixture thereof.

6. Composition according to claim 2, wherein the selected pesticidal active ingredient is a cypermethrin, an isomer of cypermethrin, or mixtures thereof.

7. Composition according to claim 6, wherein the pesticidal active ingredient is cypermethrin.

8. Composition according to claim 2, wherein the selected pesticidal active ingredient is trinexapac-ethyl.

9. Composition according to claim 7, comprising:

10. Composition for producing emulsifiable pesticide solutions, comprisingg/l trinexapac-ethyl,g/l alkoxylated alcohol as described in claims 2, andg/l glycerol formal.

16. Kit of parts according to claim 1, wherein the solvent is dipropylene glycol methyl ether, diethylene glycol monoethylether or dipropylene glycol monoethyl ether.

17. Kit of parts according to claim 1, wherein y is between 10 and 60;

and z is between 2 and 45.

18. Kit of parts according to claim 1, wherein the pesticidal active ingredient is selected from the group consisting of abamectin, alpha-cypermethrin, cypermethrin, permethrin, deltamethrin, diflubenzuron, flufenoxuron, ethofenprox, malathion, pymetrozin, pyriproxifen, azoxystrobin, chlorothalonil, cyprodinil, dimethomorph, dodine, iprodione, mancozeb, metconazole, spiroxamine, 2,4-dichlorophenoxyacetic acid, 2-ethylhexyl ester (2,4-D EHE), chloroprofam (CIPC), clethodim, metribuzin, prosulfocarb, pendimethalin, triclopyr buthoxyethyl ester, trinexapac-ethyl, and a mixture thereof.

19. Kit of parts according to claim 1, wherein the selected pesticidal active ingredient is a cypermethrin, an isomer of cypermethrin, or mixtures thereof.

20. Kit of parts or composition according to claim 19, wherein the pesticidal active ingredient is cypermethrin.

21. Kit of parts according to claim 1, wherein the selected pesticidal active ingredient is trinexapac-ethyl.

11. Method for producing emulsifiable pesticide solutions comprising the steps of:

providing a solution of a water miscible organic solvent wherein the water miscible organic solvent is selected from the group consisting of a propylene glycol ether, a glycerol formal, a dimethylsulfoxide and gamma-butyrolactone and a mix thereof; and

an alkoxylated alcohol having an alkyl chain length of 4 to 24 carbon atoms with an average of 6 to 80 moles of ethylene oxide and 2 to 60 moles of propylene oxide per mole of alcohol, and

adding to the solution a pesticidal active ingredient miscible with the selected solvent, wherein the alkoxylated alcohol is of formula (I) or (II),

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH₂—

O)_y—

(CH₂—

CH(CH₃)—

O)_z—

H 

 

(I)

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH(CH₃)—

O)_z—

(CH₂—

CH₂—

O)_y—

H 

 

(II)

and wherein the alcohol part has a carbon chain length of at least 8 carbon atoms, y is between 6 and 80; and

z is between 2 and 60;

with the proviso that an aromatic or isoparaffinic solvent are absent.

12. Method according to claim 11, further comprising the step:

warming the solution comprising the pesticidal active ingredient to a temperature between 20°

C. to 60°

C.

14. Method according to claim 11, wherein the active ingredient is cypermethrin or trinexapac-ethyl.

13. Method for treating an agricultural crop, comprising the steps of:

providing a kit of parts comprising;

(a) a water miscible organic solvent selected from the group consisting of a glycol ether, a glycerol formal, dimethylsulfoxide, gamma-butyrolactone or mixtures thereof,

(b) an alkoxylated alcohol having an alkyl chain length of 4 to 24 carbon atoms with an average of 6 to 80 moles of ethylene oxide and 2 to 60 moles of propylene oxide per mole of alcohol; and

(c) a pesticidal active ingredient,

wherein the alkoxylated alcohol is of formula (I) or (II),

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH₂—

O)_y—

(CH₂—

CH(CH₃)—

O)_z—

H 

 

(I)

CH₃—

(CH₂)_x—

CH₂—

O—

(CH₂—

CH(CH₃)—

O)_z—

(CH₂—

CH₂—

O)_y—

H 

 

(II)

and wherein the alcohol part has a carbon chain length of at least 8 carbon atoms,

y is between 6 and 80; and

z is between 2 and 60;

with the proviso that an aromatic or isoparaffinic solvent are absent.

mixing (a) with (b) and (c) thereby providing a solution for producing emulsifiable pesticide solutions,

adding water to the solution thereby emulsifying the pesticide active ingredient and obtaining an emulsified pesticide composition comprising an active ingredient in a pre-determined dose rate, and

applying the emulsified pesticide composition to an agricultural crop suffering from a disease treatable with the selected active ingredient and dose rate.

15. Method according to claim 13, wherein the active ingredient is cypermethrin or trinexapac-ethyl.