IP Library Granted Patent US 7,300,906
Granted Patent B2
US 7,300,906 · App. 11/101,335 · Granted Nov 27, 2007

Control of sulfhydryl compound odor in organothiophosphate formulations

Assignee: Gowan Company, L.L.C.
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Quick Facts
Patent No.
US 7,300,906
App. No.
11/101,335
Granted
Nov 27, 2007
Kind
B2
Abstract

Sulfhydryl odors in organothiophosphate formulations are suppressed by treatment of the thiophosphate compound (e.g., bensulide) during preparation of the formulation with a selected emulsifier agent, ethoxylated tallow amine. The amine and any reacting products resulting from the treatment are retained in the final formulation. The amine will continue to react with the mercaptan and other sulfhydryl compounds formed by the continuing degradation of the thiophosphate compound, thereby providing further odor control.

Claims (23)

1. A process for the preparation of a bensulide composition with reduced sulfhydryl compound odor, comprising the step of contacting a formulation of bensulide with an effective sulfhydryl compound odor reducing amount of an ethoxylated amine selected from the group consisting of ethoxylated tallow amine, ethoxylated coconut amine, ethoxylated alkyl propylene amine, polyethoxylated amine, and mixtures thereof.

2. The process of claim 1 , wherein said ethoxylated amine is ethoxylated tallow amine.

3. The process of claim 1 , wherein said effective sulfhydryl compound odor reducing amount of an ethoxylated amine comprises 0.1-1.0% by weight.

4. The process of claim 2 , wherein said effective sulfhydryl compound odor reducing amount of an ethoxylated amine comprises 0.1-1.0% by weight of said ethoxylated tallow amine.

5. The process of claim 1 , wherein said formulation of bensulide is contacted with a solution of said ethoxylated amine in the presence of a non-polar solvent.

6. The process of claim 1 , wherein said ethoxylated amine is the sole emulsifying agent in the bensulide composition.

7. The process of claim 1 , wherein said ethoxylated amine is combined with at least one other emulsifying agent.

8. The process of claim 1 , wherein said ethoxylated amine is disposed upon porous granules and contacted with said formulation of bensulide.

9. The process of claim 2 , wherein said ethoxylated tallow amine is disposed upon porous granules and contacted with said formulation of bensulide.

10. A composition of matter, comprising: a bensulide formulation that contains an effective sulfhydryl compound odor reducing amount of an ethoxylated amine selected from the group consisting of ethoxylated tallow amine, ethoxylated coconut amine, ethoxylated alkyl propylene amine, polyethoxylated amine, and mixtures thereof.

11. The composition of claim 10 , wherein the composition has a sulfhydryl compound contaminant level of 0.5 parts per million or less.

12. The composition of claim 10 , wherein said ethoxylated amine is ethoxylated tallow amine.

13. The composition of claim 10 , wherein said effective sulfhydryl compound odor reducing amount of an ethoxylated amine comprises 0.1-1.0% by weight.

14. The composition of claim 12 , wherein said effective sulfhydryl compound odor reducing amount of an ethoxylated amine comprises 0.1-1.0% by weight of said ethoxylated tallow amine.

15. The composition of claim 10 , wherein said bensulide formulation further comprises a non-polar solvent.

16. The composition of claim 10 , wherein said bensulide formulation further comprises an antifoaming compound.

17. The composition of claim 10 , wherein said ethoxylated amine is the sole emulsifying agent in the bensulide formulation.

18. The composition of claim 10 , wherein a stored solution of said bensulide formulation containing an effective sulfhydryl compound odor reducing amount of said ethoxylated amine retains a sulfhydryl compound contaminant level of 0.5 parts per million or fewer for at least four months at 50° C.

19. The composition of claim 12 , wherein a stored solution of said bensulide formulation containing an effective sulfhydryl compound odor reducing amount of said ethoxylated tallow amine retains a sulfhydryl compound contaminant level of 0.5 parts per million or fewer for at least four months at 50° C.

20. A method for preparing a composition of bensulide low in mercaptan-form contaminants, said method comprising the steps of:

(a) mixing solutions comprising bensulide and a non-polar solvent; and

(b) contacting said solutions of step (a) with an effective mercaptan-form contaminant reducing amount of an emulsifier agent comprising an ethoxylated amine selected from the group consisting of ethoxylated tallow amine, ethoxylated coconut amine, ethoxylated alkyl propylene amine, polyethoxylated amine, and mixtures thereof.

21. The method of claim 20 , wherein said ethoxylated amine is ethoxylated tallow amine.

Assignments (4)
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Aug 27, 2019
From: GOWAN COMPANY, L.L.C.
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 050188/0772 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Aug 19, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
To: GOWAN COMPANY, L.L.C.
Reel/Frame 050091/0191 →
SECURITY AGREEMENT Recorded Jul 5, 2007
From: GOWAN COMPANY, L.L.C.
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 019525/0720 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2005
From: JAIME, FRANK
To: GOWAN COMPANY, L.L.C.
Reel/Frame 016025/0554 →
Continuity (1)
Related Publication 20060229204A1 · Oct 12, 2006