Pesticidal compositions of polyoxyalkylene alkylamine surfactants having reduced eye irritation

• US 6,063,733 A
• Filed: 09/18/1997
• Issued: 05/16/2000
• Est. Priority Date: 08/09/1990
• Status: Expired due to Fees

• Current Assignee: Monsanto Technology LLC (Bayer AG)
• Original Assignee: Monsanto Company (Bayer AG)
• Inventors: Berger, Paul D., Jimenez, Antonio M.
• Primary Examiner(s): CLARDY, S
• Application Number:
  US08/932,503
• Time in Patent Office: 971 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 25/32 Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: C09K 23/017 Mixtures of compounds
• CPC Class Codes: C09K 23/16 Amines or polyamines
• CPC Class Codes: Y10S 516/05 Organic amine, amide, or n-base containing
• CPC Class Codes: Y10S 516/07 Organic amine, amide, or n-base containing
• CPC Class Codes: Y10S 516/916 The compound contains repeating -OCnH2n-, i.e. repeating unsubstituted oxyalkylene

Abstract

There are provided compositions of certain polyoxyalkylene alkylamine surfactants having eye irritation reduced by the addition of an effective amount of a sulfated polyoxyalkylene alkylphenol, alcohol sulfate, polyoxyalkylene alcohol sulfate, mono-or dialcohol phosphate mono- or di-(polyoxyalkylene alcohol) phosphate, mono-or di-(polyoxyalkylene alkylphenol) phosphate, polyoxyalkylene alkylphenol carboxylate or polyoxyalkylene alcohol carboxylate surfactant. Also provided are pesticidal, particularly herbicidal, compositions comprising polyoxyalkylene alkylamine surfactants having eye irritation reduced by addition of these eye irritation reducing compounds.

Claims

1. An aqueous or water soluble composition comprising

(a) a glyphosate herbicide in a herbicidally effective amount;

(b) an amine surfactant component having the chemical structure ##STR8## wherein x is a number from about 7 to about 19, n₁ and n₂ are numbers independently selected from 1 to about 30, the average sum of n₁ and n₂ is 2 or greater, and R₁ and R₂ are C₂ -C₄ alkylene radicals;

said amine surfactant component being in an amount sufficient to potentiate the glyphosate herbicidal activity; and

(c) an acidic compound having the chemical structure

space="preserve" listing-type="equation">R.sub.3 --O--(R.sub.4 O)m--X.sub.1

wherein R₃ is C₈ -C₂₀ alkyl or C₈ -C₂₀ alkylphenyl, R₄ is C₂ -C₄ alkylene, m is a number from 0 to about 60, and X₁ is selected from the group consisting of carboxylate, sulfate and phosphate;

said acidic compound being present in an amount sufficient to reduce the eye irritancy of the composition caused by component (b).

2. The composition of claim 1 wherein component (a) comprises the ammonium, C₁ -C₄ alkylamine or trimethylsulfonium salt of glyphosate.

3. The composition of claim 2, wherein component (a) comprises the n-propylamine or isopropylamine salt of glyphosate.

4. The composition of claim 3 wherein component (a) is the monoisopropylamine salt of glyphosate.

5. A composition which is an aqueous solution comprising

(a) a herbicidally effective amount of a glyphosate herbicide;

(b) an amine surfactant component comprising an alkylamine having the chemical structure ##STR9## wherein x is a number from about 7 to about 19;

n₁ and n₂ are numbers independently selected from 1 to about 30;

the average sum of n₁ and n₂ is 2 or greater; and

R₁ and R₂ are C₂ -C₄ alkylene radicals;

said amine surfactant being in an amount sufficient to enhance the herbicidal activity of the glyphosate herbicide but at the same time sufficient to cause unacceptable eye irritation; and

(c) an effective eye irritation reducing amount of a sulfated polyoxyalkylene alkylphenol component, optionally containing 3% by weight or more of a ring sulfonated component, and having the chemical structure ##STR10## wherein m is a number up to about 60, R is C₂ -C₄ alkylene and R¹ is a C₈ -C₂₀ alkyl group.

6. The composition of claim 5 wherein the sulfated polyoxyalkylene alkylphenol component contains at least about 3 percent of a ring sulfonated component, m is a number up to about 10, R is ethylene and R¹ is C₉ -C₁₅ alkyl.

7. The composition of claim 6 wherein the sulfated polyoxyalkylene alkylphenol component m is a number about 4 and R¹ is nonyl.

8. The composition of claim 5, 6, or 7 wherein in the amine surfactant component R₁ and R₂ are each ethylene, and the average sum of n₁, and n₂ is from about 4 to about 20.

9. The composition of claim 8 wherein the amine surfactant component comprises ethoxylated tallowamine having 8-13 moles of ethylene oxide.

10. The composition of claim 5 wherein (b) and (c) are present in a weight/weight ratio of about 50:

50 to about 95;

5.

11. The composition of claim 10 wherein (b) and (c) are present in a weight/weight ratio of about 80:

20 to about 85;

15.

12. The composition of claim 5 wherein the weight/weight ratio of glyphosate herbicide expressed as acid equivalent to the total of components (b) and (c) is in the range of 1:

1 to 5;

1.

13. A composition which is an aqueous solution comprising

(a) a herbicidally effective amount of a glyphosate herbicide;

(b) an amine surfactant component comprising an alkylamine having the chemical structure ##STR11## wherein x is a number from about 7 to about 19;

n₁ and n₂ are numbers independently selected from 1 to about 30;

the average sum of n₁ and n₂ is 2 or greater; and

R₁ and R₂ are C₂ -C₄ alkylene radicals;

said amine surfactant being in an amount sufficient to enhance the herbicidal activity of the glyphosate but at the same time sufficient to cause unacceptable eye irritation; and

(c) an effective eye irritation reducing amount of a sulfated alcohol component having the chemical structure

space="preserve" listing-type="equation">R.sub.3 --O--(R.sub.4 O)m--SO.sub.3

wherein R₃ is C₈ -C₂₀ alkyl, R4 is a C₂ -C₄ alkylene radical and m is a number 0 to 60.

14. In an aqueous herbicidal solution of a glyphosate herbicide potentiated with a polyoxyalkylene alkylamine surfactant having the chemical structure ##STR12## wherein x is a number from about 7 to about 19;

n₁ and n₂ are numbers independently selected from 1 to about 30;

the average sum of n₁ and n₂ is 2 or greater; and

R₁ and R₂ are C₂ -C₄ alkylene improvement characterized by having incorporated in the solution an amount effective to appreciably reduce the eye irritation of the solution of a sulfated polyoxyalkylene alkylphenol component optionally containing 3% by weight or more of a ring sulfonete component and having the chemical structure ##STR13## wherein m is a number up to 60, R is C₂ -C₄ alkylene and R₁ is a C₈ -C₂₀ alkyl group.