IP Library Granted Patent US 9,107,416
Granted Patent B2
US 9,107,416 · App. 12/158,487 · Granted Aug 18, 2015

Insecticidal and miticidal mixtures of bifenthrin and cyano-pyrethroids

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Quick Facts
Patent No.
US 9,107,416
App. No.
12/158,487
Granted
Aug 18, 2015
Kind
B2
Abstract

The present invention is directed to novel insecticidal and/or miticidal compositions comprising bifenthrin and a cyano-pyrethroid. The compositions exhibit an unexpected increase in insecticidal activity as compared to the insecticidal activity of the individual components.

Claims (16)

1. A miticidal composition comprising bifenthrin and a cyano-pyrethroid selected from the group consisting of deltamethrin, cyfluthrin, alpha-cypermethrin, zeta-cypermethrin, lambda-cyhalothrin, and esfenvalerate, wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 10:1 to 1:30.

2. The composition of claim 1 wherein the cyano-pyrethroid is zeta-cypermethrin.

3. The composition of claim 2 wherein the zeta-cypermethrin is (R,S)-α-cyano-3-phenoxybenzyl-(1RS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate which has been enriched in the 1R-cis-S and 1R-trans-S isomers by the reaction of a 55/45 cis/trans mixture of cypermethrin with a catalytic amount of tricaprylylammonium chloride and sodium carbonate in n-heptane.

4. The composition of claim 1 further comprising an agriculturally acceptable extender or adjuvant.

5. A method for controlling unwanted insects or mites comprising applying a composition comprising bifenthrin and a cyano-pyrethroid selected from the group consisting of deltamethrin, cyfluthrin, alpha-cypermethrin, zeta-cypermethrin, lambda-cyhalothrin, and esfenvalerate, wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 10:1 to 1:30 to the foliar portion of a plant.

6. The composition of claim 1 wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 4:1 and 1:4.

7. The composition of claim 6 wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 3:1 and 1:3.

8. The composition of claim 6 wherein the cyano-pyrethroid is zeta-cypermethrin.

9. The method of claim 5 wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 4:1 and 1:4.

10. The method of claim 9 wherein the cyano-pyrethroid is zeta-cypermethrin.

11. A foliar insecticidal or miticidal composition comprising bifenthrin and a cyano-pyrethroid selected from the group consisting of deltamethrin, cyfluthrin, alpha-cypermethrin, zeta-cypermethrin, lambda-cyhalothrin, and esfenvalerate, wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 10:1 to 1:30.

12. The composition of claim 11 wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 4:1 and 1:4.

13. The composition of claim 12 wherein the weight ratio of bifenthrin to cyano-pyrethroid is from 3:1 and 1:3.

14. The composition of claim 11 wherein the cyano-pyrethroid is zeta-cypermethrin.

15. The composition of claim 12 wherein the zeta-cypermethrin is (R,S)-α-cyano-3-phenoxybenzyl-(1RS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate which has been enriched in the 1R-cis-S and 1R-trans-S isomers by the reaction of a 55/45 cis/trans mixture of cypermethrin with a catalytic amount of tricaprylylammonium chloride and sodium carbonate in n-heptane.

16. The composition of claim 11 further comprising an agriculturally acceptable extender or adjuvant.

Assignments (2)
PATENT SECURITY AGREEMENT Recorded Apr 17, 2026
From: FMC CORPORATION
To: CITIBANK, N.A.
Reel/Frame 075403/0891 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2008
From: HERRICK, ROBERT M.; WALMSLEY, MARK; STAETZ, CHARLES A.; HILTON, NANCY; YANG, HUI S.; HEIM, D. CRAIG; GARCIA, HYLSA
To: FMC CORPORATION
Reel/Frame 021727/0250 →