IP Library Granted Patent US 8,563,469
Granted Patent B2
US 8,563,469 · App. 13/234,171 · Granted Oct 22, 2013

Acrylate/methacrylate-based random copolymer/anthranilic diamide compositions for propagule coating

Inventors: Wilson Tam (Boothwyn, PA); Eric P. Holowka (Philadelphia, PA)
Assignee: E I Du Pont de Nemours and Company
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Quick Facts
Patent No.
US 8,563,469
App. No.
13/234,171
Granted
Oct 22, 2013
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 an acrylate/methacrylate-based random copolymer component having a water solubility of at least about 5% by weight at 20° C., a hydrophilic-lipophilic balance value of at least about 3, and an average molecular weight ranging from about 1,500 to about 50,000 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 the insecticidal 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 (35)

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; and

(b) from about 9 to about 91% of an acrylate/methacrylate-based random copolymer component having a water solubility of at least 5% by weight at 20° C., a hydrophilic-lipophilic balance value of at least or about 5 and an average molecular weight ranging from about 1,500 to about 50,000 Daltons;

wherein component (a) comprises at least one compound selected from anthranilic diamides of Formula 1, N-oxides, and salts thereof,

wherein

X is N;

R1 is CH 3 , Cl, Br or F;

R2 is H, F, Cl, Br or —CN;

R3 is F, Cl, Br, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkoxy;

R4a is H, C 1 -C 4 alkyl, cyclopropylmethyl or 1-cyclopropylethyl;

R4b is H or CH 3 ;

R5 is H, F, Cl or Br; and

R6 is H, F, Cl or Br; and

wherein component (b) is selected from acrylate/methacrylate-based random copolymers of Formula 2,

where each R 7 is independently selected from H and CH 3 ;

q and y are relative percentages of each acrylate/methacrylate monomer in the random copolymer such that 0.02≦q≦0.98 and 0.02≦y≦0.98, and the sum of q and y is 1.0;

20≦z≦20,000

Q is benzyl, glycidyl, C 1 -C 20 straight chain alkyl, C 3 -C 20 branched alkyl, or 2-phenoxyethyl, and

Y is hydroxyethyl or 3-hydroxy propyl,

or Y is a functional group derived from the reaction of a glycidyl group with diethylene glycol, triethylene glycol, tetraethylene glycol, or 1,6-hexanediol,

or Y is —(CH 2 CH 2 O) 2 —H, or —(CH 2 CH 2 O) 9 —H, or and

Y is —(CH 2 CH 2 O) 30 - when Q is benzyl or phenoxyethyl, and

wherein the ratio of component (b) to component (a) is about 1:10 to about 10:1 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 ratio of component (b) to component (a) is at least 1:5 by weight.

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

8. A geotropic propagule coated with an insecticidally effective amount of the composition of claim 1 .

9. A seed coated with an insecticidally effective amount of the composition of claim 1 .

10. The seed of claim 9 , wherein the seed is a seed of cotton, maize, soybean, rapeseed or rice.

11. 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.

12. 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 the liquid composition of claim 11 and then evaporating the volatile aqueous liquid carrier of the composition.

13. The method of claim 12 wherein the insect pest is in a taxonomic order selected from Hemiptera and Lepidoptera.

Assignments (1)
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 →
Continuity (2)
Provisional Application 61422252 · Dec 13, 2010
Related Publication 20120149563A1 · Jun 14, 2012