# US 2014/0196629 A1 · Hydrophilic paints using pigments coated with anti-oxidants

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- Number: US 2014/0196629 A1
- Document ID: US20140196629A1
- Status: Published application
- Kind: A1
- Application number: 13/813,715
- Filed: 2012-07-26
- Published: 2014-07-17
- Earliest claimed: 2012-07-26
- Assignees: Empire Technology Development LLC
- Inventors: William Brenden Carlson; Angele Sjong; Feng Wan; Timothy Londergan
- Web page: https://patentgrep.com/patent/US20140196629A1

## CPC

- C09D 7/48: Stabilisers against degradation by oxygen, light or heat
- C08K 9/04: Ingredients treated with organic substances {(treated with macromolecular compounds C08K9/08)}
- C09C 1/3669: {Treatment with low-molecular organic compounds}
- C09D 5/1681: {Antifouling coatings characterised by surface structure, e.g. for roughness effect giving superhydrophobic coatings or Lotus effect}
- C09D 7/68: {Particle size between 100-1000 nm}
- C09D 7/69: {Particle size larger than 1000 nm}
- C01P 2004/62: Submicrometer sized, i.e. from 0.1-1 micrometer
- C08K 3/013: Fillers, pigments or reinforcing additives
- C08K 3/014: Stabilisers against oxidation, heat, light or ozone
- C08K 5/3435: Piperidines
- C08K 2003/2241: {Titanium dioxide}
- C09D 5/00: Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes
- 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)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C09C: TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES (treatment of materials specially adapted to enhance their filling properties in mortars, concrete or artificial stone C04B14/00, C04B18/00, C04B20/00); PREPARATION OF CARBON BLACK {; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS}
- C01P: INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS

## Abstract

Hydrophilic coating compositions and methods to make and use the compositions are disclosed. The compositions include a photocatalytic pigment material made up of an inorganic pigment and a monomeric anti-oxidants and free radical scavenger that is contacted to the surface of the inorganic pigment.

## Claims

### Claim 1

A photocatalytic pigment material comprising:
at least one inorganic pigment; and
at least one monomeric anti-oxidant,
wherein the anti-oxidant is contacted to the surface of the inorganic pigment, and
wherein the photocatalytic pigment material provides a renewable hydrophilic and self-cleaning surface when applied on a substrate.

### Claim 2 (depends on 1)

The material of claim 1, wherein the anti-oxidant is at least one of a hindered amine light stabilizer, a phenolic compounds, a phenone, an amine, a thio compound, ascorbic acid, carotene, lycopene, tocopherol, tocotrienol, tannin, phytic acid, oxalic acid, uric acid, a free radical scavenger or any combination thereof.

### Claim at position 3

3-4. (canceled)

### Claim 5 (depends on 1)

The material of claim 1, wherein the anti-oxidant is a hindered amine light stabilizer represented by the formula:
wherein each R1, R2, R3 and R4 is, independently, an alkyl, an alkene, an alkyne, an aryl, an ether, an ester, a heteroalkyl, or a heteroaryl group; and
R5 is a carboxyl group, an acyl chloride group, a hydroxyl group or a silane.

### Claim 6 (depends on 1)

The material of claim 1, wherein the inorganic pigment is titanium dioxide, zinc oxide, copper oxide, hematite, magnetite, wüstite, chromium oxide, tin dioxide, carbonate pigments, or any combination thereof.

### Claim 7 (depends on 1)

The material of claim 1, wherein the inorganic pigment is a rutile titanium dioxide particle, an anatase titanium dioxide particle, or a mixture thereof.

### Claim 8

(canceled)

### Claim 9 (depends on 1)

The material of claim 1, wherein the inorganic pigment includes a titanium dioxide particle coated with at least one hydrated oxide of silicon, aluminum, calcium, zinc, or magnesium, or any mixture thereof.

### Claim 10 (depends on 1)

The material of claim 1, wherein the material is a monomeric hindered amine light stabilizer contacted to the surface of the titanium dioxide particle.

### Claim 11

(canceled)

### Claim 12 (depends on 1)

The material of claim 1, wherein the photocatalytic pigment material is incorporated into a paint or a coating substance.

### Claim 13

(canceled)

### Claim 14

A method of preparing a photocatalytic pigment material, the method comprising:
contacting at least one inorganic pigment with at least one anti-oxidant to form a mixture; and
heating the mixture to form the photocatalytic pigment material.

### Claim 15 (depends on 14)

The method of claim 14, wherein the inorganic pigment is titanium dioxide, zinc oxide, copper oxide, hematite, magnetite, wüstite, chromium oxide, tin dioxide, carbonate pigment, or any combination thereof.

### Claim 16

(canceled)

### Claim 17 (depends on 14)

The method of claim 14, wherein the anti-oxidant is at least one of a hindered amine light stabilizer, a phenolic compound, a phenone, an amine, a thio compound, ascorbic acid, carotene, lycopene, tocopherol, tocotrienol, tannin, phytic acid, oxalic acid, uric acid, a free radical scavenger or any combination thereof.

### Claim 18 (depends on 14)

The method of claim 14, wherein the anti-oxidant is a hindered amine light stabilizer represented by the formula:
wherein each R1, R2, R3 and R4 is, independently, an alkyl, an alkene, an alkyne, an aryl, an ether, an ester, a heteroalkyl, or a heteroaryl group; and
R5 is a carboxyl group, an acyl chloride group, a hydroxyl group or a silane.

### Claim 19 (depends on 14)

The method of claim 14, wherein contacting the inorganic pigment with the anti-oxidant comprises combining the inorganic pigment with the anti-oxidant in the presence of a solvent and a catalyst.

### Claim at position 19

20-21. (canceled)

### Claim 22 (depends on 14)

The method of claim 14, wherein contacting the inorganic pigment with the anti-oxidant comprises combining the anti-oxidant with the inorganic pigment in a weight to weight ratio of about 1:1000 to about 3:10.

### Claim 23 (depends on 14)

The method of claim 14, wherein heating the mixture comprises heating the mixture under a reflux for about 1 hour to about 10 hours.

### Claim at position 22

24-25. (canceled)

### Claim 26

A composition for forming a renewable hydrophilic and self-cleaning coating, the composition comprising:
a photocatalytic pigment material comprising at least one inorganic pigment and at least one monomeric anti-oxidant, wherein the anti-oxidant is contacted to the surface of the inorganic pigment; and
a binder component.

### Claim 27 (depends on 26)

The composition of claim 26, wherein the inorganic pigment comprises titanium dioxide particles having a particle diameter of about 200 nanometers to about 2 microns.

### Claim 28 (depends on 26)

The composition of claim 26, wherein the anti-oxidant is at least one of a hindered amine light stabilizer, a phenolic compound, a phenone, an amine, a thio compound, ascorbic acid, carotene, lycopene, tocopherol, tocotrienol, tannin, phytic acid, oxalic acid, uric acid, a free radical scavenger or any combination thereof.

### Claim 29 (depends on 26)

The composition of claim 26, wherein the anti-oxidant comprises at least one hindered amine light stabilizer represented by the formula:
wherein each R1, R2, R3 and R4 is, independently, an alkyl, an alkene, an alkyne, an aryl, an ether, an ester, a heteroalkyl, or a heteroaryl group; and
R5 is a carboxyl group, an acyl chloride group, a hydroxyl group or a silane.

### Claim at position 27

30-32. (canceled)

### Claim 33

A method of providing a renewable hydrophilic and self-cleaning surface to a substrate, the method comprising:
applying a paint composition to the substrate, wherein the paint composition comprises a photocatalytic pigment material that comprises at least one inorganic pigment and at least one monomeric anti-oxidant, and wherein the anti-oxidant is contacted to the surface of the inorganic pigment.

### Claim 34 (depends on 33)

The method of claim 33, wherein the inorganic pigment is titanium dioxide, zinc oxide, copper oxide, hematite, magnetite, wüstite, chromium oxide, tin dioxide, carbonate pigments, or any combination thereof.

### Claim 35

(canceled)

### Claim 36 (depends on 33)

The method of claim 33, wherein the anti-oxidant is at least one of a hindered amine light stabilizer, a phenolic compounds, a phenone, an amine, a thio compound, ascorbic acid, carotene, lycopene, tocopherol, tocotrienol, tannin, phytic acid, oxalic acid, uric acid, a free radical scavenger or any combination thereof.

### Claim 37 (depends on 33)

The method of claim 33, wherein the anti-oxidant comprises a hindered amine light stabilizer represented by the formula:
wherein each R1, R2, R3 and R4 is, independently, an alkyl, an alkene, an alkyne, an aryl, an ether, an ester, a heteroalkyl, or a heteroaryl group; and
R5 is a carboxyl group, an acyl chloride group, a hydroxyl group or a silane.

### Claim at position 33

38-40. (canceled)

### Claim 41

A UV-curable coating composition comprising:
a photocatalytic pigment material comprising at least one inorganic pigment and at least one monomeric anti-oxidant, wherein the anti-oxidant is contacted to the surface of the inorganic pigment; and
a binder component.

### Claim 42 (depends on 41)

The composition of claim 41, wherein the inorganic pigment comprises titanium dioxide particles having a particle diameter of about 200 nanometers to about 2 microns.

### Claim 43 (depends on 41)

The composition of claim 41, wherein the anti-oxidant is at least one of a hindered amine light stabilizer, a phenolic compounds, a phenone, an amine, a thio compound, ascorbic acid, carotene, lycopene, tocopherol, tocotrienol, tannin, phytic acid, oxalic acid, uric acid, a free radical scavenger or any combination thereof.

### Claim 44 (depends on 41)

The composition of claim 41, wherein the anti-oxidant comprises a hindered amine light stabilizer represented by the formula:
wherein each R1, R2, R3 and R4 is, independently, an alkyl, an alkene, an alkyne, an aryl, an ether, an ester, a heteroalkyl, or a heteroaryl group; and
R5 is a carboxyl group, an acyl chloride group, a hydroxyl group or a silane.

### Claim at position 38

45-46. (canceled)
