Glyphosate herbicidal compositions having enhanced rainfastness comprising an acetylenic diol and an alkyl polyglycoside

• US 5,658,853 A
• Filed: 11/12/1996
• Issued: 08/19/1997
• Est. Priority Date: 08/02/1991
• Status: Expired due to Fees

• Current Assignee: Monsanto Technology LLC (Bayer AG)
• Original Assignee: Monsanto Company (Bayer AG)
• Inventors: Sandbrink, Joseph J., Kassebaum, James W., Dayawon, Miguel M.
• Primary Examiner(s): CLARDY, S
• Application Number:
  US08/748,047
• Time in Patent Office: 280 Days
• Field of Search: 504/206
• US Class Current: 504/206
• 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 25/30 characterised by the surfactants
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: C09K 23/017 Mixtures of compounds
• CPC Class Codes: C09K 23/18 Quaternary ammonium compounds
• CPC Class Codes: C09K 23/42 Ethers, e.g. polyglycol ethers of alcohols or phenols

Abstract

New and useful herbicidal compositions comprising glyphosate and/or agriculturally acceptable salts and an acetylenic diol surfactant structurally characterized by a symmetrically substituted triple bond and adjacent hydroxyl groups or adjacent polymeric oxyalkylated units, and optionally a second surfactant, are provided.

Claims

1. A glyphosate-containing aqueous herbicidal solution having an improved rainfastness and comprising:

a) a herbidically effective amount of glyphosate and/or glyphosate salt;

b) about 0.01 part to about 1 part of acetylenic diol having the following structural formula per part of glyphosate equivalent;

##STR10## wherein X in the acetylenic diol is (C₂ H₅ O)_n --H and wherein n is the average number of repeating ethylene oxide units with n being a number of 1 to about 100, R is hydrogen or lower alkyl group containing 1 to about 8 carbon atoms and R₁ is methyl, ethyl, cyclopropyl, or phenyl, said acetylenic diol imparting rainfastness to the solution;

c) about 0.01 part to about 1 part of an alkyl polyglycoside surfactant having the following molecular structure per part of glyphosate acid equivalent;

##STR11## wherein X in the alkyl polyglycoside glycoside is 1 to about 8 and n is in the range of 9-12, said alkyl polyglycoside stabilizing the solution; and

d) water.

2. The composition of claim 1 wherein the acetylenic diol is oxyethylated or nonoxyethylated 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol or oxyethylated or nonoxyethylated 2,4,7,9-tetramethyl-5-decyne-4,7-diol.

3. The composition of claim 2 wherein the average number of ethylene oxide units in the diol is about 1.3.

4. The composition of claim 2 wherein the average number of ethylene oxide units in the diol is about 3.5

5. The composition of claim 2 wherein the average number of ethylene oxide units in the diol is about 10.

6. The composition of claim 2 wherein the average number of ethylene oxide units in the diol is about 30.

7. A glyphosate-containing concentrated herbicidal aqueous solution having an improved rainfastness and comprising:

a) at least about 15 weight percent by total weight of the solution of glyphosate and/or glyphosate salt;

b) about 0.01 part to about 1 part of acetylenic diol having the following structural formula per part of glyphosate equivalent;

##STR12## wherein X in the acetylenic diol is (C₂ H₅ O)_n --H and wherein n is the average number of repeating ethylene oxide units with n being a number of 1 to about 100, K is hydrogen or lower alkyl group containing 1 to about 8 carbon atoms and R₁ is methyl, ethyl, cyclopropyl, or phenyl, said acetylenic diol imparting rainfastness to the solution;

about 0.01 part to about 1 part of alkyl polyglycoside having the following molecular structure per part of glyphosate acid equivalent;

##STR13## wherein X in the alkyl polyglycoside is 1 to about 8 and n is in the range 9-12, said alkyl polyglycoside stabilizing the solution; and

d) water.

8. The composition of claim 7 wherein the acetylenic diol is oxyethylated 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol or oxyethylated 2,4,7,9-tetramethyl-5-decyne-4,7-diol.

9. The method of claim 8 wherein the average number of ethylene oxide units in the diol is about 1.3.

10. The method of claim 8 wherein the average number of ethylene oxide units in the diol is about 3.5.

11. The method of claim 8 wherein the average number of ethylene oxide units in the diol is about 10.

12. The method of claim 8 wherein the average number of ethylene oxide units in the diol is about 30.

13. A method of controlling vegetation by applying of an aqueous glyphosate-containing herbicidal solution having an improved rainfastness to foliage of plants, said method comprising the steps of:

a) intimately mixing the following ingredients to form the aqueous solution;

1. a herbicidally effective amount of glyphosate and/or glyphosate salt;

2. about 0.01 part to about 1 part of acetylenic diol having the following structural formula per part of glyphosate acid equivalent;

##STR14## wherein X in the acetylenic diol is (C₂ H₅ O )_n --H and wherein n is the average number of repeating ethylene oxide units with n being a number of 1 to about 100, R is hydrogen or lower alkyl group containing 1 to about 8 carbon atoms and R₁ is methyl, ethyl, cyclopropyl, or phenyl, said acetylenic diol imparting rainfastness to the solution;

16. The method of claim 13 wherein the acetylenic diol is oxyethylated or nonoxyethylated 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol or oxyethylated or nonoxyethylated 2,4,7,9-tetramethyl-5-decyne-4,7-diol.

14. about 0.01 part to about 1 part of alkyl polyglycoside having the following molecular structure per part of glyphosate acid equivalent:

##STR15## wherein X in the alkyl polyglycoside is 1 to about 8 and n is in the range of 9-12, said alkyl polyglycoside stabilizing the solution; and

17. The method of claim 14 wherein the average number of ethylene oxide units in the diol is about 1.3.

18. The method of claim 14 wherein the average number of ethylene oxide units in the diol is about 3.5.

19. The method of claim 14 wherein the average number of ethylene oxide units in the diol is about 10.

20. The method of claims 14 wherein the average number of ethylene oxide units in the diol is about 30.

24. The composition of claim 19 wherein the acetylenic diol is oxyethylated or nonoxyethylated 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol or oxyethylated or nonoxyethylated 2,4,7,9-tetramethyl-5-decyne-4,7-diol.

25. The composition of claim 20 wherein the average number of ethylene oxide units in the diol is about 1.3.

26. The composition of claim 20 wherein the average number of ethylene oxide units in the diol is about 3.5.

27. The composition of claim 20 wherein the average number of ethylene oxide units in the diol is about 10.

28. The method of claim 20 wherein the average number of ethylene oxide units in the diol is about 30.

15. water;

b) applying the aqueous solution to foliage of plants, the applied aqueous solution having enhanced resistance to being removed from the plants by a subsequently applied gentle spray of water.

21. A method of controlling vegetation by applying a diluted glyphosate-containing herbicidal solution having an improved rainfastness to foliage of plants, said method comprising the steps of:

a) intimately mixing the following ingredients to form the aqueous concentrated solution;

1. at least about 15 weight percent by total weight of the solution of glyphosate and/or glyphosate salt;

2. about 0.01 part to about 1 part of acetylenic diol having the following structural formula per part of glyphosate acid equivalent;

##STR16## wherein X in the acetylenic diol is (C₂ H₅ O)_n --H and wherein n is the average number of repeating ethylene oxide units with n being a number of 1 to about 100, R is hydrogen or lower alkyl group containing 1 to about 8 carbon atoms and R₁ is methyl, ethyl, cyclopropyl, or phenyl, said acetylenic diol imparting rainfastness to the solution;

22. about 0.01 part to about 1 part of alkyl polyglycoside having the following molecular structure per part of glyphosate acid equivalent:

##STR17## wherein X in the alkyl polyglycoside is 1 to about 8 and n is the range of 9-12, said alkyl polyglycoside stabilizing the concentrated solution; and

23. water;

b) diluting the concentrated solution with water to form a dilute solution; and

,

c) applying the dilute solution to foliage of plants, the applied dilute solution having enhanced resistance to being removed from the plants by a subsequently applied gentle spray of water.