Colorants based N-halamines compositions and method of making and using

• US 8,367,823 B2
• Filed: 09/19/2008
• Issued: 02/05/2013
• Est. Priority Date: 09/19/2007
• Status: Active Grant

• Current Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Original Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Inventors: Sun, Yuyu, Luo, Jie
• Primary Examiner(s): Klinkel, Kortney L
• Application Number:
  US12/233,925
• Publication Number:
  US 20090074825A1
• Time in Patent Office: 1,600 Days
• Field of Search: 544/199
• US Class Current: 544/199
• CPC Class Codes: A01N 25/34 Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
• CPC Class Codes: A01N 43/38 condensed with carbocyclic rings
• CPC Class Codes: A01N 43/42 condensed with carbocyclic rings
• CPC Class Codes: A01N 43/52 condensed with carbocyclic rings, e.g. benzimidazoles
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines
• CPC Class Codes: A01N 43/60 1,4-Diazines; Hydrogenated 1,4-diazines
• CPC Class Codes: A01N 43/66 1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: A01N 59/00 Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
• CPC Class Codes: A61L 15/46 Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
• CPC Class Codes: A61L 2300/202 with halogen atoms, e.g. triclosan, povidone-iodine
• CPC Class Codes: A61L 2300/204 with nitrogen-containing functional groups, e.g. aminoxides, nitriles, guanidines
• CPC Class Codes: A61L 2300/442 Colorants, dyes
• CPC Class Codes: C07D 209/56 Ring systems containing three or more rings
• CPC Class Codes: C07D 221/18 Ring systems of four or more rings
• CPC Class Codes: C07D 241/36 condensed with carbocyclic rings or ring systems
• CPC Class Codes: C07D 251/50 with a halogen atom attached to the third ring carbon atom
• CPC Class Codes: C07D 251/54 Three nitrogen atoms
• CPC Class Codes: C07D 403/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 471/04 : Ortho-condensed systems
• CPC Class Codes: C07D 487/04 : Ortho-condensed systems
• CPC Class Codes: C07D 487/16 : Peri-condensed systems
• CPC Class Codes: C09B 43/16 : linking amino-azo or cyanuric acid residues
• CPC Class Codes: C09B 5/26 : Carbazoles of the anthracene series
• CPC Class Codes: C09B 56/12 : Anthraquinone-azo dyes from diazotised aminoanthracene C09B29/0022, azo dyes containing hydroxyl groups acylated with polyfunctional anthraquinone derivatives C09B43/26
• CPC Class Codes: C09B 7/00 : Indigoid dyes

Abstract

The present invention includes methods, articles, compositions and colorant dyes and pigments that include biocidal N-halamine dye composition having two or more heterocyclic ring structures attached to one or more N-halamine groups, wherein one or more halogens associate with the one or more one or more N-halamine groups to affect biocidal activity.

Claims

1. A biocidal N-halamine dye composition having the formula:

2. The composition of claim 1, wherein the biocidal N-halamine dye composition is integrated into a bead, a film, a tube, a sheet, a thread, a suture, a gauze, a bandage, an adhesive bandage, a vessel, a container, a cistern, a filter, a membrane, a coating, a paint, a solution, a polymer or combinations thereof.

3. A biofilm resistant surface comprising a surface;

and an N-halamine biocidal compound immobilized to the surface to form a biofilm resistant surface, wherein the N-halamine biocidal compound has the formula;

4. The biofilm resistant surface of claim 3, wherein the surface comprises at least a portion of a fabric, a cloth, a material, a garment, synthetic fabric or a polymer.

5. The biofilm resistant surface of claim 3, wherein the N-halamine biocidal compounds is integrated into a bead, a film, a tube, a sheet, a thread, a suture, a guaze, a bandage, an adhesive bandage, a vessel, a container, a cistern, a filter, a membrane, a coating, a paint, a solution, a polymer or combinations thereof.

6. A biocidal N-halamine dye composition comprising a compound of the formula: