IP Library Granted Patent US 10,278,394
Granted Patent B2
US 10,278,394 · App. 15/693,606 · Granted May 7, 2019

Compounds derived from herbicidal carboxylic acids and tetraalkylammonium or (arylalkyl)trialkylammonium hydroxides

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Quick Facts
Patent No.
US 10,278,394
App. No.
15/693,606
Granted
May 7, 2019
Kind
B2
Abstract

Compounds formed by combining a carboxylic acid herbicide with N—((C 1 -C 16 ) alkyl or arylalkyl) tri((C 1 -C 16 ) alkyl)ammonium hydroxide have herbicidal activity on an acid equivalent basis at least as active as the commercially used carboxylic acid herbicide salts, but are less volatile.

Claims (11)

1. A herbicidal compound comprising the reaction product of a herbicidal carboxylic acid and a (tetraalkyl) ammonium hydroxide.

2. The herbicidal compound of claim 1 in which the herbicidal carboxylic acid is 2,4-D, triclopyr, aminopyralid, clopyralid, fluroxypyr, picloram, cyhalofop, fluazifop, haloxyfop, clodinafop, fenoxaprop, dicamba, glufosinate or glyphosate.

3. The herbicidal compound of claim 2 in which the herbicidal carboxylic acid is 2,4-D, triclopyr or dicamba.

4. The herbicidal compound of claim 1 in which the (tetraalkyl)ammonium hydroxide is a compound of the formula

wherein R 1 , R 2 and R 3 independently represents (C 1 -C 16 ) alkyl or any two of R 1 , R 2 and R 3 represent —(CH 2 ) n — where n is an integer from 3-5 and R 4 represents ((C 1 -C 16 ) alkyl or arylalkyl).

5. The herbicidal compound of claim 4 in which R 1 , R 2 , R 3 and R 4 are the same.

6. The herbicidal compound of claim 4 in which R 1 , R 2 and R 3 are CH 3 and R 4 is (C 2 -C 16 ) alkyl or arylalkyl.

7. The herbicidal compound of claim 6 in which R 4 is benzyl or hexadecyl.

8. The herbicidal compound of claim 5 in which R 1 , R 2 , R 3 and R 4 are all methyl, ethyl, propyl or, butyl.

9. The herbicidal composition comprising the herbicidally effective amount of the herbicidal compound of claim 1 , in admixture with an agriculturally acceptable adjuvant or carrier.

10. A method of controlling undesirable vegetation which comprises contacting the vegetation or the locus thereof with, or applying to the soil to prevent the emergence of vegetation, a herbicidally effective amount of the herbicidal compound of claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Nov 8, 2021
From: DOW AGROSCIENCES LLC
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 058044/0184 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2018
From: KRAMER, VINCENT J.; OUSE, DAVID G.; PEARSON, NORMAN R.; TANK, HOLGER; ZETTLER, MARK W.
To: DOW AGROSCIENCES LLC
Reel/Frame 046610/0098 →