IP Library Granted Patent US 8,642,508
Granted Patent B2
US 8,642,508 · App. 12/087,700 · Granted Feb 4, 2014

Complex for use in stabilizing herbicidal compositions and methods for synthesizing and using

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Quick Facts
Patent No.
US 8,642,508
App. No.
12/087,700
Granted
Feb 4, 2014
Kind
B2
Abstract

The present invention is directed to the discovery, isolation, identification and methods of synthesis of a novel chemical complex that can be used to stabilize mixtures of different chemical compounds, and in particular mixtures of different herbicidal compounds.

Claims (24)

1. A novel complex comprising:

a. at least one pyrasulfotole anion;

b. at least one triethanolamine having at least one moiety capable of complexing; and

c. at least one calcium cation;

wherein said pyrasulfotole anion, said triethanolamine, and said calcium cation form a complex.

2. The complex of claim 1 , wherein said moiety capable of complexing includes hydrogen bonding between said triethanolamine and said pyrasulfotole anion.

3. The complex of claim 1 wherein said complex comprises two pyrasulfotole anions, a triethanolamine and a calcium cation.

4. The complex of claim 1 wherein said complex comprises two pyrasulfotole, a triethanolamine and two protonated triethanolamine.

5. The complex of claim 1 , wherein said pyrasulfotole anion is capable of transesterification in the presence of an unstable ester in the absence of a weak acid buffer system.

6. The complex of claim 1 wherein the complex is unsymmetrical.

7. The complex of claim 1 wherein the complex is optically active.

8. The complex of claim 1 wherein the complex is a racemic mixture.

9. A novel complex according to claim 1 having the crystal structure of the formula:

10. A herbicidal composition, comprising:

a complex comprising at least one pyrasulfotole anion, at least one triethanolamine having at least one moiety capable of complexing; and at least one calcium cation.

11. The herbicidal composition of claim 10 , wherein said complex comprises two pyrasulfotole anions, a triethanolamine and a calcium cation.

12. The herbicidal composition of claim 11 wherein said complex has the x-ray structure of formula:

13. The herbicidal composition of claim 10 , further comprising: fenoxaprop ethyl or fenoxaprop p-ethyl and at least one selected from the group consisting of bromoxynil, bromoxynil ester, bromoxynil mixed ester, and a safener.

14. The herbicidal composition of claim 13 , wherein said safener is present and is at least one selected from the group consisting of mefenpyr, mefenpyr diethyl, isoxadifen, fenchlorazole, and cloquintocet.

15. The complex of claim 1 wherein said complex is stable in oil-based formulations such as an emulsifiable concentrate formulation and controllably releases said pyrasulfotole upon addition of water to said formulation.

16. A method of controlling plants, including weeds, with a herbicidal composition, comprising: applying the composition of claim 10 to a plant, to seeds or other propagation material of a plant, to a locus of said plant, to a locus where there is no plant but where prevention of the growth of said plant is desired, and combinations thereof.

17. The herbicidal composition of claim 10 , wherein said complex was formed in the herbicidal composition in situ.

18. The herbicidal composition of claim 10 , wherein said complex was added to the herbicidal composition.

19. The herbicidal composition of claim 10 , wherein said bromoxynil mixed ester is present and comprises bromoxynil mixed ester of heptanoate and octanoate.

Assignments (4)
NUNC PRO TUNC ASSIGNMENT Recorded Jul 4, 2023
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER CROPSCIENCE AKTIENGESELLSCHAFT
Reel/Frame 064198/0823 →
CHANGE OF ADDRESS Recorded Jun 12, 2023
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 064021/0344 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2016
From: BAYER CROPSCIENCE LP
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 037604/0355 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 12, 2015
From: WU, TAI-TEH; EAGLES, KAREN L.; EDENFIELD, MICHAEL W.
To: BAYER CROPSCIENCE LP
Reel/Frame 036306/0893 →