IP Library › Granted Patent US 10,654,799
Granted Patent B2
US 10,654,799 · App. 16/411,398 · Granted May 19, 2020

Isothiocyanate functional surfactants, formulations incorporating isothiocyanate functional surfactants and associated methods for treating biofilms

Inventor: Michael E. Silver (Lake City, MI)
Assignee: The William M. Yarbrough Foundation
C07C331/20A61K9/0014A61K31/145A61K31/198A61K31/26A61K45/06A61K47/34A61K9/06A61K2300/00
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Quick Facts
Patent No.
US 10,654,799
App. No.
16/411,398
Granted
May 19, 2020
Kind
B2
Abstract

The present invention relates to methods, formulations, and compositions for the treatment of biofilms. In particular, the application discloses isothiocyanate functional surfactants either alone or combination with adjunct agents to treat biofilms. One suitable isothiocyanate functional surfactant is represented by the following chemical structure:

Claims (10)

1. A method for treating a biofilm, comprising the step of:

applying an isothiocyanate functional surfactant to a surface having a biofilm, wherein the protonated form of the isothiocyanate functional surfactant is represented by the following chemical structure:

wherein R 1 is selected from the group consisting of an alkyl group containing 1 to 25 carbon atom(s); wherein R 2 is selected from the group consisting of NCS; and wherein R 3 -R 5 are each independently selected from the group consisting of H; OH; and an alkyl and/or alkanoyl group containing 1 to 25 carbon atom(s) with the proviso that at least one of R 3 -R 5 is selected from the group consisting of an alkyl and/or alkanoyl group containing 8 to 25 carbon atoms.

2. A method for treating a biofilm, comprising the step of:

applying an isothiocyanate functional surfactant to a surface having a biofilm, wherein the isothiocyanate functional surfactant comprises a lysine derivative, wherein the lysine derivative comprises an α-nitrogen and a ε-nitrogen, and wherein an alkyl and/or alkanoyl substituent comprising 8 carbon atoms is bound to the α-nitrogen, and further wherein the ε-nitrogen forms part of an isothiocyanate functional group.

3. The method according to claim 1 , wherein the protonated form of the isothiocyanate functional surfactant is represented by the following chemical structure:

wherein X comprises an integer ranging from 1 to 25, and wherein Y comprises an integer ranging from 6 to 25.

4. A method for treating a biofilm, comprising the step of:

applying an isothiocyanate functional surfactant to a surface having a biofilm, wherein the isothiocyanate functional surfactant is represented by the following chemical structure:

wherein R 1 is selected from the group consisting of an alkyl, aryl, and alkenyl group containing 1 to 25 carbon atom(s); wherein R 2 is selected from the group consisting of NCS; and wherein R 3 -R 5 are each independently selected from the group consisting of H; OH; and an alkyl, aryl, alkaryl, aralkyl, alkoxy, alkanoyl, aroyl, and/or alkenyl group containing 1 to 25 carbon atom(s) with the proviso that at least one of R 3 -R 5 is selected from the group consisting of an alkyl, aryl, alkaryl, aralkyl, alkoxy, alkanoyl, aroyl, and/or alkenyl, group containing 8 to 25 carbon atoms; and wherein X comprises a counter cation.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 24, 2019
From: SILVER, MICHAEL E.
To: THE WILLIAM M. YARBROUGH FOUNDATION
Reel/Frame 050473/0412 →
Continuity (9)
Continuation 15890578 · Feb 7, 2018
Continuation 15786757 · Oct 18, 2017
Continuation In Part 15353260 · Nov 16, 2016
Continuation In Part 15297304 · Oct 19, 2016
Continuation 14594788 · Jan 12, 2015
Continuation 13342516 · Jan 3, 2012
Provisional Application 61502067 · Jun 28, 2011
Provisional Application 61429325 · Jan 3, 2011
Related Publication 20200062702A1 · Feb 27, 2020
Cited By (2)
US 12,239,626 US 12,310,939