# US 2014/0155641 A1 · Selenium attachment agent

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- Number: US 2014/0155641 A1
- Document ID: US20140155641A1
- Status: Published application
- Kind: A1
- Application number: 13/704,899
- Filed: 2011-06-17
- Published: 2014-06-05
- Earliest claimed: 2010-06-17
- Assignees: Selenium, Ltd.
- Inventors: Robert Eugene Hanes
- Web page: https://patentgrep.com/patent/US20140155641A1

## CPC

- C09D 5/14: Paints containing biocides, e.g. fungicides, insecticides or pesticides (C09D5/16 takes precedence)
- A01N 55/00: Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur (containing organo-phosphorus compounds A01N57/00)
- A61L 27/06: Titanium or titanium alloys
- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- A61L 29/02: Inorganic materials
- A61L 29/16: Biologically active materials, e.g. therapeutic substances {(A61L29/048 takes precedence)}
- C07C 391/00: Compounds containing selenium
- A61L 2300/10: containing or releasing inorganic materials
- A61L 2300/216: with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups
- A61L 2300/404: Biocides, antimicrobial agents, antiseptic agents
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present invention comprises compositions and methods for a selenium attachment agent and uses thereof, wherein the selenium attachment agent facilitates the attachment of desired molecules to a surface. In particular, surfaces are enhanced to include antimicrobial or biocidal characteristics, including an organoselenium compound for biocidal properties.

## Claims

### Claim at position 1

1-23. (canceled)

### Claim 24

A method for presenting a coating formulation to a surface, the coating formulation comprising selenium and a selenium attachment agent, the method comprising the steps of:
coupling at least one reactive anchor group to at least one activated atom present on the surface; and
tethering the at least one reactive anchor group to at least one biocidal group or a functional group capable of secondary reaction to the at least one biocidal group.

### Claim 25 (depends on 24)

The method of claim 24, wherein the at least one biocidal group is a selenium end group.

### Claim 26 (depends on 25)

The method of claim 25, wherein the selenium end group is a diselenide.

### Claim 27 (depends on 24)

The method of claim 24, wherein the activated atom is selected from the group consisting of an acrylate, as methacrylate, a vinyl, an alcohol, an amine, a carboxylic acid, and combinations thereof.

### Claim 28 (depends on 27)

The method of claim 27, wherein the anchor group and surface activated atom complex comprise at least one of a vinyl acrylate, a vinyl methacrylate, and combinations thereof.

### Claim 29 (depends on 28)

The method of claim 28, wherein the anchor group and surface activated atom complex comprise at least one of a trialkoxy silane methacrylate, a trihalo silane methacrylate, and combinations thereof.

### Claim 30 (depends on 29)

The method of claim 29, wherein a free radical reaction initiated by AIBN couples two methacrylate groups, and wherein the coupling step is initiated by carbon-carbon bond forming reactions whereby the at least one reactive anchor group is tethered to the at least one biocidal group.

### Claim 31 (depends on 24)

The method of claim 24, wherein the activated atom comprises at least one of diphenylmethane diisocyanate (MDI), toluene diisocyanate (TDI), hexamethylene diisocyanate (HDI), isophorone diisocyanate (IPDI), and combinations thereof.

### Claim 32 (depends on 24)

The method of claim 24, wherein the anchor group comprises a silane.

### Claim 33 (depends on 32)

The method of claim 32, wherein the anchor group comprises trichloro silane.

### Claim 34 (depends on 24)

The method of claim 24, wherein the surface comprises at least one of polyurethane and silicone.

### Claim 35

An anchor group comprising a dipodal reactive group attached to a dimethacrylate.

### Claim 36 (depends on 35)

The anchor group of claim 35, wherein the dipodal reactive group is at least one of a trialkoxy silane, a trihalo silane, and combinations thereof.

### Claim 37 (depends on 35)

The anchor group of claim 35, wherein the dipodal reactive group allows for the proximal attachment of a symmetric diselenide dimethacarylate.

### Claim 38

A selenium attachment agent comprised of a spacer possessing a rigid framework for a preorganized 3D motif for maximizing the spatial proximity of a selenium group and for close packing on a surface, the selenium attachment agent comprising at least one of the following structures:
wherein A is at least one of vinyl, acrylate, methacrylate, silane, and combinations thereof;
wherein R is an alkyl or aryl linker;
wherein R′ comprises an aliphatic or ether residue terminated with alcohols, amines, carboxylic acids, silanes, phosponate, sulfonate or phenols; and
wherein X is a protecting group selected from the group consisting of a halogen, an imide, a cyanide, an azide, a phosphate, a sulfate, a nitrate, a carbonate, selenium dioxide, and combinations thereof.

### Claim 39 (depends on 38)

The selenium attachment agent of claim 38, wherein R has at least one branched chain substitution.

### Claim 40 (depends on 39)

The selenium attachment agent of claim 39, wherein the selenium retains oxidative properties.

### Claim 41

A method, comprising:
creating a redox—cycle facilitator atom or group in proximity to a catalytic site of a diselenide.

### Claim 42 (depends on 41)

The method of claim 41, wherein the redox—cycle facilitator group comprises an adjacent hydroxyl group.

### Claim 43 (depends on 41)

The method of claim 41, wherein the redox—cycle facilitator group is a hydroxyl.

### Claim 44 (depends on 41)

The method of claim 41, further defined as applying an adhesion redox—cycle facilitator group in close proximity to the catalytic site of the diselenide, wherein the diselenide is an antimicrobial group that promotes adhesion of cells.

### Claim 45 (depends on 41)

The method of claim 41, further defined as applying differential redox—cycle facilitator atoms or groups in close proximity to the catalytic site of the diselenide, whereby more than one function is achieved with a selenium attachment agent.