# US 9,750,849 B2 · Oxygen generating biomaterial

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- Number: US 9,750,849 B2
- Document ID: US9750849B2
- Status: Granted
- Kind: B2
- Application number: 15/034,668
- Filed: 2014-11-06
- Published: 2016-09-22
- Granted: 2017-09-05
- Earliest claimed: 2013-11-06
- Assignees: Board of Regents, The University of Texas System
- Applicants: Henry Ralph Rawls; Ahsan Ullah Khan
- Inventors: Henry Ralph Rawls; Ahsan Ullah Khan
- Web page: https://patentgrep.com/patent/US9750849B2

## CPC

- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- A61C 8/0006: {Periodontal tissue or bone regeneration (support means for endoprosthetic bone substitute or bone graft implants A61F2/2846)}
- A61F 13/0206: with absorbent fibrous layers, e.g. woven or non-woven absorbent pads or island dressings
- A61K 31/01: Hydrocarbons
- A61K 31/357: having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
- A61L 15/44: Medicaments
- A61L 27/52: Hydrogels or hydrocolloids
- A61L 2300/20: containing or releasing organic materials
- 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)
- A61C: DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE (non-driven toothbrushes A46B; {tongue scrapers A61B17/24;} preparations for dentistry A61K6/00; preparations for cleaning the teeth or mouth A61K8/00, A61Q11/00)
- A61F: FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS (dental prosthetics A61C)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)

## Abstract

Certain embodiments include materials that carry oxygen and emit molecular oxygen upon heating. The approach reported here uses thermal decomposition of organic endoperoxide compounds to produce singlet oxygen. In certain aspects the oxygen carrier comprises an organic compound either alone or contained in a polymeric carrier or other carrier material that is used to form a coating, layer, or bulk substance that can be a solid, a gel or a fluid. The oxygen-carrier is most conveniently prepared by oxidation of a precursor compound, the structure of which determines its thermal stability and thus how rapidly oxygen is released at any given temperature.

## Claims

### Claim 1

A method of treating a wound comprising:
contacting the wound with a material of with a material comprising a thermolytic compound that generates singlet oxygen, wherein said thermolytic compound is a polycyclic aromatic endoperoxide.

### Claim 2 (depends on 1)

The method of claim 1, wherein said polycyclic aromatic endoperoxide is a methyl substituted naphthalene endoperoxide.

### Claim 3 (depends on 2)

The method of claim 2, wherein said methyl substituted naphthalene endoperoxide is trimethyl or tetramethyl naphthalene endoperoxide.

### Claim 4 (depends on 3)

The method of claim 3, wherein said methyl substituted naphthalene is selected from the group consisting of: 1,4-dimethylnaphthalene-1,4-endoperoxide; 1,8-dimethylnaphthalene-1,4-endoperoxide; 1,2,4-trimethylnaphthalene-1,4-endoperoxide; 1,4,5-trimethylnaphthalene-1,4-endoperoxide; and 1,2,3,4-tetramethylnaphthalene 1,4-endoperoxide.

### Claim 5 (depends on 1)

The method of claim 1, wherein said polycyclic aromatic endoperoxide is rubrene endoperoxide.

### Claim 6 (depends on 1)

The method of claim 1, wherein said material comprises a combination of 2 or more polycyclic aromatic endoperoxides.

### Claim 7 (depends on 6)

The method of claim 6, wherein said material comprises a methyl substituted naphthalene endoperoxide and rubrene endoperoxide.

### Claim 8 (depends on 1)

The method of claim 1, wherein said material further comprises a singlet oxygen quencher.

### Claim 9 (depends on 8)

The method of claim 8, wherein said singlet oxygen quencher is beta-carotene or 1,3-diphenylisobenzofuran.

### Claim 10 (depends on 1)

The method of claim 1, further comprising a carrier.

### Claim 11 (depends on 10)

The method of claim 10, wherein the carrier is a solid, gel, hydrogel, or semisolid.

### Claim 12 (depends on 11)

The method of claim 11, wherein the carrier is a tissue scaffold.

### Claim 13 (depends on 12)

The method of claim 12, wherein the tissue scaffold is comprised in a dental implant.

### Claim 14 (depends on 13)

The method of claim 13, wherein the dental implant is a sub-gingival implant.
