# US 10,869,737 B2 · Eugenol dental composition

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- Number: US 10,869,737 B2
- Document ID: US10869737B2
- Status: Granted
- Kind: B2
- Application number: 16/504,953
- Filed: 2019-07-08
- Published: 2019-10-31
- Granted: 2020-12-22
- Earliest claimed: 2017-10-12
- Assignees: King Abdulaziz University
- Applicants: King Abdulaziz University
- Inventors: Ahmed Samir Ibrahim Bakry; Mona Aly Abbassy; Amal Linjawi; Ali Habib Hassan; Ahmed Fathy Hanafy; Gihan Salah Labib; Amal Mohammed S Abushal
- Web page: https://patentgrep.com/patent/US10869737B2

## CPC

- A61C 7/023: {for debonding or removing orthodontic devices}
- A61K 31/085: having an ether linkage to aromatic ring nuclear carbon
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- 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)
- 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

The invention is directed to a composition that safely removes a cured dental cement or resin from metal brackets, metal braces, and enamel surfaces of teeth. It contains eugenol, isoeugenol, methyl-eugenol or an isomer thereof. A method for removing orthodontic fixtures adhered with a dental cement or resin to the enamel surfaces of teeth from these surfaces by contacting the dental cement or resin with a composition containing eugenol.

## Claims

### Claim 1

A composition having a pH ranging from 6.0 to 8.0 comprising:
eugenol,
at least one crosslinked polymer of acrylic acid or other gelling agent, and
at least one polysorbate in an amount of 25-50 wt % of the total weight of the composition;
wherein said composition contains an amount of eugenol sufficient to reduce the Vickers hardness of a cured or hardened orthodontic bonding adhesive cement or resin to a value of 70 or less after contact for at least 10 mins and/or is sufficient to reduce debonding force needed to remove a metal bracket from an enamel surface of a tooth compared to debonding force needed to remove a metal bracket not contacted with the composition.

### Claim 2 (depends on 1)

The composition of claim 1 that comprises eugenol in an amount ranging from 0.5 to 10 wt %, relative to a total weight of the composition.

### Claim 3 (depends on 1)

The composition of claim 1 that comprises 0.5 to 10 wt % of one or more crosslinked polymers of acrylic acid or Carbopol 934 or 940 as a gelling agent.

### Claim 4 (depends on 1)

The composition of claim 1 that comprises 0.5 to 10 wt % of at least one gelling agent selected from the group consisting of hydroxy propyl methy cellulose, polaxamer, and carboxy methyl cellulose sodium.

### Claim 5 (depends on 1)

The composition of claim 1 that comprises 1 to 40 wt % at least one polysorbate.

### Claim 6 (depends on 1)

The composition of claim 1 that further comprises 2 to 30 wt % of at least
one of polyethylene glycol, propylene glycol, or glycerol as a cosurfactant.

### Claim 7 (depends on 1)

The composition of claim 1 that further comprises 0.01 to 0.45 wt % of at least one of methyl-paraben, propy-1-paraben, or butyl-paraben as a preservative.

### Claim 8 (depends on 1)

The composition of claim 1 that comprises 5-15 wt % clove oil, 20-30 wt % polysorbate 20 (TWEEN 20®), 10-15 wt % propylene glycol, 1-3 wt % crosslinked polyacrylate polymer, and water.

### Claim 9 (depends on 1)

The composition of claim 1 that has a viscosity ranging from 1,000 to 5,000 cP.

### Claim 10 (depends on 1)

The composition of claim 1 that has a viscosity of more than 5,000 cP.

### Claim 11 (depends on 1)

The composition of claim 1, comprising the at least one polysorbate in an amount of 25-40 wt % of the total weight of the composition.

### Claim 12 (depends on 1)

The composition of claim 1, comprising the eugenol in an amount of 10-25 wt % of the total weight of the composition.

### Claim 13 (depends on 1)

The composition of claim 1, comprising the eugenol in an amount of 12.5-25 wt % of the total weight of the composition.

### Claim 14 (depends on 1)

The composition of claim 1, comprising the eugenol in an amount of 7-20 wt %, the polysorbate in an amount of 25-40 wt %, a crosslinked polyacrylate polymer in an amount of 1-3 wt %, a polypropylene glycol in an amount of 10-30 wt % of the total weight of the composition, and water.

### Claim 15 (depends on 1)

The composition of claim 1, further comprising:
one or more other nonionic surfactants in an total amount of nonionic surfactant and polysorbate of 30-50 wt % of the total weight of the composition.

### Claim 16 (depends on 1)

A kit, comprising:
the composition of claim 1,
a tray suitable for retaining the composition and contacting the composition with at least one dental bracket or other dental fixture bonded with a dental cement or resin to teeth, and,
one or more of packaging materials and instructions for use.

### Claim 17 (depends on 16)

The kit of claim 16, wherein the tray is customized or cast to fit over a subject's teeth that are bonded to brackets or other dental fixtures.

### Claim 18

A composition having a pH ranging from 6.0 to 8.0 comprising:
eugenol,
at least one crosslinked polymer of acrylic acid or other gelling agent, and
at least one polysorbate in an amount of 22-50 wt % of the total weight of the composition;
wherein said composition contains an amount of eugenol sufficient to reduce the Vickers hardness of a cured or hardened orthodontic bonding adhesive cement or resin to a value of 70 or less after contact for at least 10 mins and/or is sufficient to reduce debonding force needed to remove a metal bracket from an enamel surface of a tooth compared to debonding force needed to remove a metal bracket not contacted with the composition.

### Claim 19 (depends on 18)

The composition of claim 18, further comprising:
at least one co-surfactant in an amount of 2-20 wt %.
