Charged singlet-oxygen sensitizers and oppositely-charged surfactants

Patent metadata

Field	Value
Publication number	US-9968698-B2
Application number	US-201414533612-A
Country	US
Kind code	B2
Filing date	Nov 5, 2014
Priority date	Nov 8, 2013
Publication date	May 15, 2018
Grant date	May 15, 2018

Abstract

The invention relates to compositions including a charged oligo-phenylene ethynylene singlet-oxygen sensitizer and an oppositely-charged surfactant, which show an enhanced biocidal activity relative to a comparable concentration of the oligo-phenylene ethynylene without the oppositely-charged surfactant. The enhancement of biocidal activity is observed with an anionic oligo-phenylene ethynylene in the presence of a cationic surfactant such as TTAB, and with a cationic oligo-phenylene ethynylene in the presence of an anionic surfactant such as SDS.

First claim

What is claimed is:

1. A method of inactivating a microorganism, the method comprising:
contacting the microorganism with an effective amount or concentration of a composition comprising
a charged singlet-oxygen sensitizer of the formula IV:

wherein at each occurrence X is independently selected from:

wherein a wavy line indicates a point of bonding, Z A signifies two or more charge-balancing counterions, and wherein the charge-balancing counterions comprise a sulfate or sulfonate anionic surfactantant.

2. The method of claim 1 , wherein the microorganism comprises at least one of a bacterium, virus, fungus, mold, slime mold, algae, and yeast.

3. The method of claim 2 , wherein the inactivating continues for a longer period of time than does inactivating under comparable conditions but in the absence of the oppositely-charged surfactant.

4. The method of claim 1 , wherein the method is a method of disinfecting an object, comprising contacting the object with the composition.

5. The method of claim 4 , wherein the contacting occurs in solution under irradiation by visible light or ultraviolet light.

6. The method of claim 1 , wherein the anionic surfactant comprises sodium dodecylsulfate.

7. A method of prolonging the period of time over which bacteria are inactivated or objects are disinfected by a singlet-oxygen sensitizer, the method comprising irradiating a composition comprising a singlet-oxygen sensitizer of the formula IV with visible or ultraviolet light in the presence of oxygen:

wherein at each occurrence X is independently selected from:

wherein a wavy line indicates a point of bonding, Z A signifies two or more charge-balancing counterions, and wherein the charge-balancing counterions comprise a sulfate or sulfonate anionic surfactant.

8. A method of enhancing bactericidal properties of a charged singlet-oxygen sensitizer comprising forming a composition comprising the charged singlet-oxygen sensitizer of the formula IV:

wherein at each occurrence X is independently selected from:

wherein a wavy line indicates a point of bonding, Z A signifies two or more charge-balancing counterions, and wherein the charge-balancing counterions comprise a sulfate or sulfonate anionic surfactant.

Assignees

• Stc Unm
• Stc Unm

Inventors

• Whitten David G
• Hill Eric H
• Pappas Harry C

Classifications

• A01N33/12

  Quaternary ammonium compounds · CPC title

• A01N25/30

  characterised by the surfactants · CPC title

• A01N41/04 Primary

  Sulfonic acids; Derivatives thereof · CPC title

• A61L2/18 Primary

  Liquid substances · CPC title

• A01N41/02

  containing a sulfur-to-oxygen double bond · CPC title