IP Library Granted Patent US 8,324,259
Granted Patent B2
US 8,324,259 · App. 13/024,524 · Granted Dec 4, 2012

Fungical control of moulds

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Quick Facts
Patent No.
US 8,324,259
App. No.
13/024,524
Granted
Dec 4, 2012
Kind
B2
Abstract

A composition for treating fungus infection of turfgrass, such as snow mould infection, comprises a mixture of fungicidally effective amounts of formulae 1 and 2: and in particular mixtures of iprodione and trifloxystrobin. A method for treating snow moulds comprises applying the mixture before the onset of continuous snow cover, in at least one application.

Claims (46)

1. A method of treating turfgrass to reduce the growth of fungus on the turfgrass, comprising the steps of:

(a) providing a composition comprising a fungicidally effective amount of a compound of formula 1:

and stereoisomers thereof, wherein

Y is hydrogen, halo, hydroxy, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 haloalkyl, C 1-4 haloalkoxy, C 1-4 alkylcarbonyl, C 1-4 alkoxycarbonyl, phenoxy, nitro or cyano;

R 1 and R 2 , which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkylalkyl, optionally substituted aralkyl, optionally substituted aryloxyalkyl, optionally substituted arylthioalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted aryl, optionally substituted aryloxy, nitro, halo, cyano, —NR 3 R 4 , —C0 2 R 3 , —CONR 3 R 4 , —COR 3 , —S(O) n R 3 wherein n is 0, 1 or 2, (CH 2 ) m PO(OR 3 ) wherein m is 0 or I, or R 1 and R 2 join to form a carbocyclic ring system; and

R 3 and R 4 , which are the same or different, are hydrogen, optionally substituted alkyl, optionally substituted aralkyl, optionally substituted alkenyl, optionally substituted alkynyl or optionally substituted aryl, and,

a fungicidally effective amount of a compound of formula 2:

and stereoisomers thereof, wherein

Ar represents phenyl or phenyl substituted with one to two substituents selected from the group consisting of chlorine, fluorine, alkyl of one to four carbon atoms and trifluoromethyl;

R 1 represents alkoxy of one to four carbon atoms or —NR 3 R 4 , in which R 3 and R 4 represents hydrogen alkyl of one to four carbon atoms or alkenyl of two to four carbon atoms;

R 2 represents hydrogen or alkyl of one to four carbon atoms; and

X represents oxygen or sulphur;

(b) diluting said composition within a diluent; and

(c) applying said diluted composition at least once to said turfgrass.

2. A method as defined in claim 1 , wherein said fungus comprises snow mould and wherein said composition is applied prior to the onset of snow cover on said turfgrass.

3. A method as defined in claim 2 , wherein said snow mould is selected from one or more of M. nivale, T. incarnata , and T. ishikariensis .

4. A method as defined in claim 1 , wherein said fungus is S. homeocarpa .

5. A method as defined in claim 1 , wherein said formula 1 comprises trifloxystrobin.

6. A method as defined in claim 1 , wherein said formula 2 comprises iprodione.

7. A method as defined in claim 1 , wherein said formulae 1 comprises trifloxystrobin and said formulae 2 comprises iprodione.

8. A method as defined claim 7 , wherein said trifloxystrobin and iprodione are present in a molar ratio of between 1:1 and 1:30 of trifloxystrobin: iprodione.

9. A method as defined in claim 8 , wherein said trifloxystrobin and iprodione are present in a molar ratio of between 1:1 and 1:6 of trifloxystrobin: iprodione.

10. A method as defined in claim 8 , wherein said trifloxystrobin and iprodione are present in a molar ratio of between 1:2 and 1:5 of trifloxystrobin: iprodione.

11. A method as defined in claim 1 , further comprising the step of covering the treated turfgrass with a substantially impervious tarp.

12. A method as defined in claim 1 , wherein the diluted composition is applied only a single time to the turfgrass prior to snow cover.

13. A method as defined in claim 1 , wherein the diluted composition is applied at least once after the snow cover has gone.

14. A method as defined in claim 1 , wherein the diluted composition is applied more than once prior to snow fall to the turfgrass in areas receiving greater than 120 days of snow cover.

15. A method as defined in claim 1 , wherein the composition further comprises a fungicidally effective amount of chlorothalonil.

16. A method of treating turfgrass to reduce the growth of fungus on the turfgrass, comprising the steps of:

(a) providing a composition consisting essentially of a fungicidally effective amount of a compound of formula 1:

and stereoisomers thereof, wherein

Y is hydrogen, halo, hydroxy, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 haloalkyl, C 1 haloalkoxy, C 1-4 alkylcarbonyl, C 1-4 alkoxycarbonyl, phenoxy, nitro or cyano;

R 1 and R 2 , which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkylalkyl, optionally substituted aralkyl, optionally substituted aryloxyalkyl, optionally substituted arylthioalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted aryl, optionally substituted aryloxy, nitro, halo, cyano, —NR 3 R 4 , —0 2 R 3 , —CONR 3 R 4 , —COR S , —S(O) n R 3 wherein n is 0, 1 or 2, (CH 2 ) m PO(OR 3 ) wherein m is 0 or I, or R 1 and R 2 join to form a carbocyclic ring system; and

R 3 and R 4 , which are the same or different, are hydrogen, optionally substituted alkyl, optionally substituted aralkyl, optionally substituted alkenyl, optionally substituted alkynyl or optionally substituted aryl, and,

a fungicidally effective amount of a compound of formula 2:

and stereoisomers thereof , wherein

Ar represents phenyl or phenyl substituted with one to two substituents selected from the group consisting of chlorine, fluorine, alkyl of one to four carbon atoms and trifluoromethyl;

R 1 represents alkoxy of one to four carbon atoms or —NR 3 R 4 , in which R 3 and R 4 represents hydrogen. alkyl of one to four carbon atoms or alkenyl of two to four carbon atoms;

R 2 represents hydrogen or alkyl of one to four carbon atoms; and

X represents oxygen or sulphur;

(b) diluting said composition within a diluent; and

(c) applying said diluted composition at least once to said turfgrass.

17. A method according to claim 16 , wherein said compound of formula 1 comprises trifloxystrobin and said compound of formula 2 comprises iprodione.

18. A method according to claim 17 , wherein said trifloxystrobin and iprodione are present in a molar ratio of between 1:1 and 1:30 of trifloxystrobin: iprodione.

19. A method according to claim 17 , wherein said trifloxystrobin and iprodione are present in a molar ratio of between 1:2 and 1:5 of trifloxystrobin: iprodione.

20. A method according to claim 1 , wherein the composition is present as a suspension concentrate.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 14, 2023
From: BAYER AKTIENGESELLSCHAFT
To: DISCOVERY PURCHASER CORPORATION
Reel/Frame 064910/0698 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2023
From: BAYER CROPSCIENCE INC.
To: BAYER AKTIENGESELLSCHAFT
Reel/Frame 064423/0256 →
ABL PATENT SECURITY AGREEMENT Recorded Oct 4, 2022
From: DISCOVERY PURCHASER CORPORATION
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 061603/0988 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Oct 4, 2022
From: DISCOVERY PURCHASER CORPORATION
To: BANK OF MONTREAL, AS COLLATERAL AGENT
Reel/Frame 061604/0001 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Oct 4, 2022
From: DISCOVERY PURCHASER CORPORATION
To: BANK OF MONTREAL, AS COLLATERAL AGENT
Reel/Frame 061604/0013 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2011
From: VANDENBERG, EDWIN
To: BAYER CROPSCIENCE INC.
Reel/Frame 025831/0947 →