IP Library Granted Patent US 8,709,976
Granted Patent B2
US 8,709,976 · App. 13/234,176 · Granted Apr 29, 2014

Anthranilic diamide compositions for propagle coating

Inventor: Wilson Tam (Boothwyn, PA)
Assignee: E I du Pont de Nemours and Company
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Quick Facts
Patent No.
US 8,709,976
App. No.
13/234,176
Granted
Apr 29, 2014
Kind
B2
Abstract

Disclosed is an insecticidal composition comprising by weight based on the total weight of the composition: (a) from about 9 to about 91% of one or more anthranilic diamide insecticides; and (b) from about 9 to about 91% of a nonionic fatty alcohol ethoxylate component having a water solubility of at least about 5% by weight at 20° C., a hydrophilic-lipophilic balance value of at least about 5, and an average molecular weight ranging from about 300 to about 10,000 daltons; wherein the ratio of component (b) to component (a) is about 1:10 to about 10:1 by weight. Also disclosed is a geotropic propagule coated with an insecticidally effective amount of the aforedescribed composition. Further disclosed is a liquid composition comprising the insecticidal composition, and a method for protecting a geotropic propagule and plant derived therefrom from a phytophagous insect pest.

Claims (63)

1. An insecticidal composition comprising by weight based on the total weight of the composition:

(a) from about 9 to about 91% of one or more anthranilic diamide insecticides;

wherein the one or more anthranilic diamide insecticides are according to Formula 1, N-oxides, and salts thereof,

wherein

X is N;

R 1 is CH 3 , Cl, Br or F;

R 2 is H, F, Cl, Br or —CN;

R 3 is F, Cl, Br, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkoxy;

R 4a is H, C 1 -C 4 alkyl, cyclopropylmethyl or 1-cyclopropylethyl;

R 4b is H or CH 3 ;

R 5 is H, F, Cl or Br; and

R 6 is H, F, Cl or Br,

and

(b) from about 9 to about 91% of a nonionic fatty alcohol ethoxylate component of Formula 2,

R—O—(CH 2 —CH 2 —O) n —H  2,

wherein R is a linear C 6 to C 60 alkyl, 2≦n≦100, and

having a water solubility of at least 5% by weight at 20° C., a hydrophilic-lipophilic balance value of at least 5 and an average molecular weight ranging from about 1000 to about 5000 Daltons;

wherein the ratio of component (b) to component (a) is about 1:5 to about 5:1 by weight.

2. The composition of claim 1 , wherein component (a) is selected from compounds of Formula 1 wherein X is N; R 1 is CH 3 ; R 2 is Cl or —CN; R 3 is Br; R 4a is CH 3 ; R 4b is H; R 5 is Cl; and R 6 is H; and salts thereof.

3. The composition of claim 2 , wherein component (a) is the compound of Formula 1 wherein R 2 is Cl.

4. The composition of claim 2 , wherein component (a) is the compound of Formula 1 wherein R 2 is —CN.

5. The composition of claim 1 wherein component (b) is at least 15% of the composition by weight.

6. The composition of claim 1 wherein the molecular weight of component (b) is between 1100 and 5,000 daltons.

7. The composition of claim 1 further comprising at least one fungicide or insecticide other than anthranilic diamide insecticides.

8. A liquid composition consisting of about 5 to 80 weight % of the composition of claim 1 and about 20 to 95 weight % of a volatile aqueous liquid carrier.

9. The composition of claim 1 , wherein component (b) comprises at least two nonionic fatty alcohol ethoxylates, which combine to provide a hydrophilic-lipophilic balance value of at least 5.

10. A geotropic propagule coated with an insecticidally effective amount of an insecticidal composition wherein the insecticidal composition comprises:

(a) from about 9 to about 91 weight % of one or more anthranilic diamide insecticides; wherein the one or more anthranilic diamide insecticides are according to Formula 1, N-oxides, and salts thereof,

wherein

X is N;

R 1 is CH 3 , Cl, Br or F;

R 2 is H, F, Cl, Br or —CN;

R 3 is F, Cl, Br, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkoxy;

R 4a is H, C 1 -C 4 alkyl, cyclopropylmethyl or 1-cyclopropylethyl;

R 4b is H or CH 3 ;

R 5 is H, F, Cl or Br; and

R 6 is H, F, Cl or Br,

and

(b) from about 9 to about 91 weight % of a nonionic fatty alcohol ethoxylate component of Formula 2,

R—O—(CH 2 —CH 2 —O) n —H  2,

wherein R is a linear C 6 to C 60 alkyl, 2≦n≦100, and

having a water solubility of at least 5% by weight at 20° C., a hydrophilic-lipophilic balance value of at least 5 and an average molecular weight ranging from about 1000 to about 5000 Daltons; and

wherein the ratio of component (b) to component (a) is about 1:5 to about 5:1 by weight.

11. The geotropic propagule of claim 10 wherein the geotropic propagule is a seed.

12. The geotropic propagule of claim 11 wherein the seed is a seed of cotton, maize, soybean, rapeseed or rice.

13. A method for protecting a geotropic propagule and plant derived therefrom from a phytophagous insect pest, the method comprising coating the propagule with an insecticidally effective amount of a liquid composition consisting of about 5 to 80 weight % of an insecticidal composition and about 20 to 95 weight % of a volatile aqueous liquid carrier and then evaporating the volatile aqueous liquid carrier of the liquid composition, wherein the insecticidal composition comprises;

(a) from about 9 to about 91 weight % of one or more anthranilic diamide insecticides; wherein the one or more anthranilic diamide insecticides are according to Formula 1, N-oxides, and salts thereof,

wherein

X is N:

R 1 is CH 3 , Cl, Br or F;

R 2 is H, F, Cl, Br or —CN;

R 3 is F, Cl, Br, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkoxy;

R 4a is H, C 1 -C 4 alkyl, cyclopropylmethyl or 1-cyclopropylethyl;

R 4b is H or CH 3 ;

R 5 is H, F, Cl or Br; and

R 6 is H, F, Cl or Br,

and

(b) from about 9 to about 91 weight % of a nonionic fatty alcohol ethoxylate component of Formula 2,

R—O—(CH 2 —CH 2 —O) n —H  2,

wherein R is a linear C 6 to C 60 alkyl, 2≦n≦100, and

having a water solubility of at least 5% by weight at 20° C., a hydrophilic-lipophilic balance value of at least 5 and an average molecular weight ranging from about 1000 to about 5000 Daltons; and

wherein the ratio of component (b) to component (a) is about 1:5 to about 5:1 by weight.

14. The method of claim 13 wherein the insect pest is in a taxonomic order selected from Hemiptera and Lepidoptera.

Assignments (2)
NUNC PRO TUNC ASSIGNMENT Recorded Nov 29, 2022
From: E.I. DU PONT DE NEMOURS AND COMPANY
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 063141/0155 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2011
From: TAM, WILSON
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 027186/0204 →
Continuity (2)
Provisional Application 61422257 · Dec 13, 2010
Related Publication 20120149565A1 · Jun 14, 2012