Low volatile amine salts of anionic pesticides

• US 8,987,167 B2
• Filed: 09/28/2010
• Issued: 03/24/2015
• Est. Priority Date: 09/30/2009
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Xu, Wen, Kierkus, Paul Ch., Brunt, Steven, Bowe, Steven, Hixson, Adam, Cannan, Terrance M.
• Primary Examiner(s): BROOKS, CLINTON A
• Application Number:
  US13/498,779
• Publication Number:
  US 20120184434A1
• Time in Patent Office: 1,638 Days
• Field of Search: None
• US Class Current: 504/100
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/00 Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application , e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
• CPC Class Codes: A01N 25/02 containing liquids as carriers, diluents or solvents
• CPC Class Codes: A01N 33/04 Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
• CPC Class Codes: A01N 33/08 containing oxygen or sulfur
• CPC Class Codes: A01N 37/40 having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
• CPC Class Codes: A01N 39/04 Aryloxy-acetic acids; Derivatives thereof
• CPC Class Codes: A01N 43/60 1,4-Diazines; Hydrogenated 1,4-diazines
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: C07C 209/68 from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
• CPC Class Codes: C07F 9/3817 Acids containing the structure (RX)2P(=X)-alk-N...P (X = O, S, Se)

Abstract

The present invention relates to a salt comprising an anionic pesticide and a cationic polyamine of the formula (A) or (B) as described in the description. The invention further relates to an agrochemical composition comprising said salt. It also relates to a method for preparing said salt comprising combining the pesticide in its neutral form or as salt, and the polyamine in its neutral form or as salt. In addition, the invention relates to a method of combating harmful insects and/or phytopathogenic fungi. It also relates to a method of controlling undesired vegetation. Finally, the invention relates to seed comprising said salt.

Claims

1. A salt comprising an anionic pesticide A1, wherein all anionic groups of said anionic pesticide are selected from one or more carboxylate groups and wherein the anionic pesticide A1 is an aromatic acid herbicide or a phenoxycarboxylic acid herbicide;

and a cationic polyamine (B) of the formula (B1)

2. The salt according to claim 1, wherein R¹, R², R⁴, R⁶, and R⁷ are independently H or methyl, R³ and R⁵ are independently C₂-C₃-alkylene, X is OH or NR⁶R⁷, and n is from 1 to 10.

3. The salt according to claim 1, wherein R₁₀ and R₁₁ are independently H or methyl, R₁₂ is C₂-C₃-alkylene, and R₁₃ is an aliphatic C₅-C₈ ring system, which comprises nitrogen in the ring.

4. An agrochemical composition comprising at least one salt according to claim 1.

5. A method of controlling undesired vegetation, which comprises allowing a herbicidal effective amount of the agrochemical composition according to claim 4 to act on plants, their habitat or on seed of said plants.

6. The agrochemical composition of claim 4, comprising

10-70 wt % of the salt;

30-90 wt % water;

optionally a further pesticide; and

optionally up to 10 wt % auxiliaries, wherein the amount of all components adds up to 100 wt %.

7. A method for preparing the salt according to claim 1 comprising combining

the pesticide in its neutral form or as salt, and

the polyamine in its neutral form or as salt.

8. The method according to claim 7, wherein the pesticide and the polyamine are combined in water.

9. A method of combating harmful insects and/or phytopathogenic fungi, which comprises contacting plants, seed, soil or habitat of plants in or on which the harmful insects and/or phytopathogenic fungi are growing or may grow, plants, seed or soil to be protected from attack or infestation by said harmful insects and/or phytopathogenic fungi with an effective amount of an agrochemical formulation comprising the salt of claim 1.

10. The method of claim 9, wherein R¹, R², R⁴, R⁶, and R⁷ are independently H or methyl, R³ and R⁵ are independently C₂-C₃-alkylene, X is OH or NR⁶R⁷, and n is from 1 to 10.

11. The method of claim 9, wherein R₁₀ and R₁₁ are independently H or methyl, R₁₂ is C₂-C₃-alkylene, and R₁₃ is an aliphatic C₅-C₈ ring system, which comprises nitrogen in the ring.

12. Seed treated with the salt according to claim 1.

13. The salt according to claim 1, wherein the polyamine (B) has the formula B1.1 or B1.2:

14. The salt according to claim 1, wherein the ionic pesticide is dicamba and the cationic polyamine (B) has the formula B1.1:

15. The salt according to claim 1, wherein the ionic pesticide is dicamba and the cationic polyamine (B) has the formula B1.2: