IP Library Granted Patent US 8,759,399
Granted Patent B2
US 8,759,399 · App. 13/211,585 · Granted Jun 24, 2014

Halo active aromatic sulfonamide organic compounds and uses therefor

Inventors: David J. Schneider (Union, KY); Charles A. Schneider (Villa Hills, KY)
A61K31/18C07C303/36
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Quick Facts
Patent No.
US 8,759,399
App. No.
13/211,585
Granted
Jun 24, 2014
Kind
B2
Abstract

Aromatic N-halosulfonamide organic compounds have been known for over one hundred years. The ability of these compounds to release active halogen ions has been utilized in a range of biocidal and fungicidal applications. This disclosure deals with the use of halo active aromatic sulfonamide organic compounds as odor control and/or biocidal agents in a cleaning solution for use with bovines and other dairy animals.

Claims (34)

1. A process for sanitizing the teat area of a dairy animal, comprising:

exposing the teat area of the dairy animal to a halo active aromatic sulfonamide compound.

2. The process of claim 1 , wherein the halo active aromatic sulfonamide compound is chloramine-T.

3. The process of claim 1 , wherein the halo active aromatic sulfonamide compound has the structure of Formula (I):

wherein X is a halogen;

R 1 , R 2 , and R 5 are independently COOH, NO 2 , SO 3 H, COOM, a halogen, hydrogen, or a straight or branched aliphatic moiety from C 1 to C 12 ;

R 3 and R 4 are COOH, NO 2 , SO 3 H, COOM, a halogen, hydrogen, or a straight or branched aliphatic moiety from C 1 to C 12 , except that an aliphatic moiety may not contain an alpha hydrogen;

wherein at least one of R 1 , R 2 , R 3 , R 4 , and R 5 is not hydrogen; and

M is an alkali or alkaline earth metal.

4. The process of claim 1 , wherein the halo active aromatic sulfonamide compound has the structure of Formula (II):

wherein R 1 is COOH, NO 2 , SO 3 H, COOM, a halogen, or a straight or branched aliphatic moiety from C 1 to C 12 ;

X is chlorine, fluorine, bromine, or iodine; and

M is an alkali or alkaline earth metal.

5. The process of claim 4 , wherein R 1 is COOH or COOM.

6. The process of claim 1 , wherein the halo active aromatic sulfonamide compound has the structure of Formula (III):

wherein R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from hydrogen, COOR′, CON(R″) 2 , alkoxy, CN, NO 2 , SO 3 R″, halogen, substituted or unsubstituted phenyl, sulfonamide, halosulfonamide, and substituted or unsubstituted C 1 -C 12 alkyl, wherein at least one of R 1 , R 2 , R 3 , R 4 , and R 5 is not hydrogen;

R′ is hydrogen, an alkali metal, an alkaline earth metal, substituted C 1 -C 12 alkyl, or unsubstituted C 1 -C 12 alkyl;

R″ is hydrogen or substituted or unsubstituted C 1 -C 12 alkyl, where the two R″ groups in CON(R″) 2 may be independently selected;

X is halogen; and

M is an alkali or alkaline earth metal.

7. The process of claim 1 , wherein the halo active aromatic sulfonamide compound is provided as a solution.

8. The process of claim 7 , wherein the solution is an aqueous solution.

9. The process of claim 7 , wherein the concentration of the halo active aromatic sulfonamide compound in the solution is from about 0.0005 to about 5 weight percent.

10. The process of claim 7 , wherein the concentration of the halo active aromatic sulfonamide compound in the solution is from about 0.05 to about 1 weight percent.

11. The process of claim 7 , wherein the solution further comprises a coloring agent.

12. The process of claim 7 , wherein the solution further comprises a wetting agent.

13. The process of claim 12 , wherein the concentration of the wetting agent in the solution is from about 0.01 to 5 wt %.

14. The process of claim 7 , wherein the solution has a pH of from about 8 to about 9.5.

15. The process of claim 7 , wherein the solution further comprises a skin conditioner.

16. The process of claim 15 , wherein the skin conditioner is sorbitol, glycerin, mannitol, propylene glycol, or lanolin.

17. The process of claim 15 , wherein the concentration of the skin conditioner in the solution is from about 0.1 to 5 wt %.

18. The process of claim 7 , wherein the solution further comprises a thickening agent.

19. The process of claim 7 , wherein the solution consists of water, the halo active aromatic sulfonamide compound, an optional coloring agent, an optional wetting agent, an optional buffering agent, an optional skin conditioner, and an optional thickening agent.

20. The process of claim 7 , wherein the solution consists of water, the halo active aromatic sulfonamide compound, a coloring agent, a wetting agent, a skin conditioner, and a thickening agent.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 31, 2018
From: SCHNEIDER, CHARLES A.
To: SCHNEIDER, DAVID J.
Reel/Frame 044784/0393 →
Continuity (5)
Continuation In Part 12607188 · Oct 28, 2009
Continuation 11216495 · Aug 31, 2005
Continuation In Part 10369175 · Feb 18, 2003
Provisional Application 60357265 · Feb 19, 2002
Related Publication 20110301241A1 · Dec 8, 2011