# US 8,540,976 B2 · Poly (non-conjugated diene) based sunscreens

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 8,540,976 B2
- Document ID: US8540976B2
- Status: Granted
- Kind: B2
- Application number: 13/257,775
- Filed: 2010-04-01
- Published: 2012-01-12
- Granted: 2013-09-24
- Earliest claimed: 2009-04-01
- Assignees: University of Florida Research Foundation, Inc.
- Applicants: James Klein Leonard; Kenneth Berry Sloan; Kenneth Boone Wagener
- Inventors: James Klein Leonard; Kenneth Berry Sloan; Kenneth Boone Wagener
- Web page: https://patentgrep.com/patent/US8540976B2

## CPC

- A61K 8/35: Ketones, e.g. benzophenone
- A61K 8/37: Esters of carboxylic acids
- A61K 8/44: Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K 8/466: {containing sulfonic acid derivatives; Salts}
- A61K 8/494: {with more than one nitrogen as the only hetero atom}
- A61K 8/4946: {Imidazoles or their condensed derivatives, e.g. benzimidazoles}
- A61K 8/4966: {Triazines or their condensed derivatives}
- A61K 8/585: {Organosilicon compounds}
- A61Q 17/04: Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
- 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)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

A poly(non-conjugated diene) based sunscreen has a plurality of repeating units where each repeating unit has at least one UV absorbing chromophore that is situated between and connected by chains to two mono-ene units where each UV absorbing chromophore absorb UVA and UVB light. The poly(non-conjugated diene) based sunscreen can be included with a vehicle for application to the skin to prevent sunburn. The poly(non-conjugated diene) based sunscreen can be prepared by acyclic diene metathesis polymerization.

## Claims

### Claim 1

A poly(non-conjugated diene) based sunscreen comprising a polymer comprising a plurality of at least one repeating unit that comprises at least one chromophore unit situated between two mono-ene units, wherein said chromophore unit comprises a UV absorbing chromophore, and wherein each of said mono-ene units and said chromophore unit are connected by chains, wherein said UV absorbing chromophore absorbs light in the UVA and/or UVB region of the electromagnetic spectrum.

### Claim 2 (depends on 1)

The sunscreen of claim 1, wherein said UV absorbing chromophore comprises a conjugated group derived from Aminobenzoic acid, Avobenzone, Cinoxate, Dioxybenzone, Homosalate, Menthyl anthranilate, Octocrylene, Octyl methoxycinnamate, Octyl salicylate, Oxybenzone, Padimate O, Phenylbenzimidazole sulfonic acid, Sulisobenzone, Trolamine salicylate, Ecamsule, Methylbenzylidene camphor, Bisoctrizole, Bemotrizinol, Bisdisulizole disodium, Drometrizole trisiloxane, Benzophenone-9, Ethylhexyl triazone, Diethylamino hydroxybenzoyl hexyl benzoate, Iscotrizinol, or Isoamyl p-Methoxycinnamate.

### Claim 3 (depends on 1)

The sunscreen of claim 1, wherein said chains comprise a plurality of methylene units.

### Claim 4 (depends on 1)

The sunscreen of claim 1, wherein said chromophore unit comprises said UV absorbing chromophore and a bridging group.

### Claim 5 (depends on 4)

The sunscreen of claim 4, wherein said bridging group comprises an alkylene group and a linking functionality, wherein said linking functionality comprises a residue of an addition or a condensation reaction between functionality on said alkylene group and said UV absorbing chromophore.

### Claim 6 (depends on 1)

The sunscreen of claim 1, wherein said UV absorbing chromophores are periodically, quasi-periodically, or pseudo-randomly placed along the chain of said poly(non-conjugated diene) based sunscreen.

### Claim 7 (depends on 1)

A monomer for preparation of a poly(non-conjugated diene) based sunscreens according to claim 1, comprising two terminal ene units and a chromophore unit that comprises at least one UV absorbing chromophore, wherein said chromophore unit is connected by chains to said terminal ene units, wherein said UV absorbing chromophore absorbs light in the UVA and/or UVB region of the electromagnetic spectrum.

### Claim 8 (depends on 7)

The monomer of claim 7, wherein said UV absorbing chromophore comprises a conjugated group derived from Aminobenzoic acid, Avobenzone, Cinoxate, Dioxybenzone, Homosalate, Menthyl anthranilate, Octocrylene, Octyl methoxycinnamate, Octyl salicylate, Oxybenzone, Padimate O, Phenylbenzimidazole sulfonic acid, Sulisobenzone, Trolamine salicylate, Ecamsule, Methylbenzylidene camphor, Bisoctrizole, Bemotrizinol, Bisdisulizole disodium, Drometrizole trisiloxane, Benzophenone-9, Ethylhexyl triazone, Diethylamino hydroxybenzoyl hexyl benzoate, Iscotrizinol, or Isoamyl p-Methoxycinnamate.

### Claim 9 (depends on 7)

The monomer of claim 7, wherein said chains comprise a plurality of methylene units.

### Claim 10 (depends on 7)

The monomer of claim 7, wherein said chromophore unit comprising said UV absorbing chromophore comprises said UV absorbing unit and a bridging group.

### Claim 11 (depends on 10)

The monomer of claim 10, wherein said bridging group comprises an alkylene group and a linking functionality, wherein said linking functionality comprises a residue of an addition or a condensation reaction between functional groups of said alkylene group and said UV absorbing chromophore.

### Claim 12 (depends on 7)

The monomer of claim 7, wherein said chains are of equal length or are of different lengths and said chains are of the same or different composition.

### Claim 13 (depends on 1)

A method of preparing a poly(non-conjugated diene) based sunscreen according to claim 1, comprising:
providing a plurality of at least one monomer comprising two terminal ene units and a chromophore unit that comprises at least one UV absorbing chromophore, wherein said chromophore unit and said terminal ene units are connected by chains, and wherein said at least one UV absorbing chromophore independently absorbs light in the UVA and/or UVB region of the electromagnetic spectrum;
providing a catalyst to promote acyclic olefin metathesis;
combining said catalyst with said monomers; and
removing ethylene until a desired molecular weight is achieved.

### Claim 14 (depends on 13)

The method of claim 13, wherein said catalyst comprises Schrock's catalyst or Grub's catalyst.

### Claim 15 (depends on 1)

A sunscreen drug product, comprising a poly(non-conjugated diene) according to claim 1, wherein said at least one UV absorbing chromophore independently absorbs light in the UVA and/or UVB region of the electromagnetic spectrum and a vehicle.

### Claim 16 (depends on 15)

The sunscreen drug product of claim 15, wherein said vehicle comprises: a solvent for said poly(non-conjugated diene); a non-solvent for said poly(non-conjugated diene) and a dispersing agent; or any combination thereof.

### Claim 17 (depends on 1)

A method to prevent sunburn comprising the steps of:
providing a poly(non-conjugated diene) based sunscreen according to claim 1; and
applying said poly(non-conjugated diene) based sunscreen to skin, wherein, optionally, said poly(non-conjugated diene) based sunscreen is provided as a component of a fluid comprising a solution or a dispersion.
