IP Library Granted Patent US 9,687,428
Granted Patent B2
US 9,687,428 · App. 15/360,938 · Granted Jun 27, 2017

Hydrogel compositions for tooth whitening

Inventors: Parminder Singh (Union City, CA); Gary W. Cleary (Los Altos Hills, CA); Sri Mudumba (Union City, CA); Mikhail M. Feldstein (Moscow, RU); Danir F. Bayramov (Irvine, CA)
Assignees: A. V. TOPCHIEV INSTITUTE OF PETROCHEMICAL SYNTHESIS, RUSSIAN ACADEMY OF SCIENCES; CORIUM INTERNATIONAL, INC.
A61K8/22A61C19/066A61K6/0017A61K6/0023A61K6/0058A61K6/0094A61K8/0208A61K8/042A61K8/731A61K8/817A61K8/8152A61K8/8176A61K8/86A61L15/60A61Q11/00A61Q11/02A61K2800/262A61K2800/54A61K2800/5422A61K2800/5424A61K2800/59C08L2312/00
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Quick Facts
Patent No.
US 9,687,428
App. No.
15/360,938
Granted
Jun 27, 2017
Kind
B2
Abstract

A composition is provided, wherein the composition comprises a water-swellable, water insoluble polymer, a blend of a hydrophilic polymer and a complementary oligomer capable of hydrogen bonding to the hydrophilic polymer, and a whitening agent, preferably a peroxide. The composition finds utility as a tooth whitening composition and is applied to the teeth in need of whitening, and then removed when the degree of whitening has been achieved. In certain embodiments, the composition is translucent. Methods for preparing and using the compositions are also disclosed.

Claims (32)

1. A tooth whitening system, comprising:

an outer substrate that serves as an external surface of the system following application to a tooth surface;

a tooth contact adhesive layer adhered to the outer substrate, and

a removable release liner positioned on the tooth contact adhesive layer;

wherein the tooth contact adhesive layer comprises a solid composition comprising:

(a) a water-swellable, water-insoluble copolymer of methacrylic acid and ethyl acrylate;

(b) a blend of a poly(N-vinyl lactam) homopolymer and a poly(alkylene glycol) oligomer capable of hydrogen bonding to the poly(N-vinyl lactam); and

(c) a peroxide whitening agent.

2. The tooth whitening system of claim 1 , wherein the copolymer has a ratio of free carboxyl groups to ester groups in a range of about 1:1 to 1:2.

3. The tooth whitening system of claim 1 , wherein the poly(N-vinyl lactam) is selected from the group consisting of polyvinyl pyrrolidone, polyvinyl caprolactam, and blends thereof.

4. The tooth whitening system of claim 3 , wherein the poly(N-vinyl lactam) is polyvinyl pyrrolidone.

5. The tooth whitening system of claim 4 , wherein the poly(N-vinyl lactam) has a number average molecular weight in the range of approximately 100,000 to 2,000,000.

6. The tooth whitening system of claim 4 , wherein the poly(N-vinyl lactam) has a number average molecular weight in the range of approximately 500,000 to 1,500,000.

7. The tooth whitening system of claim 4 , wherein the poly(alkylene glycol) oligomer has a molecular weight in the range of about 45 to 800.

8. The tooth whitening system of claim 7 , wherein the poly(alkylene glycol) oligomer is polyethylene glycol.

9. The tooth whitening system of claim 4 , wherein the poly(alkylene glycol) oligomer has a molecular weight in the range of about 45 to 600.

10. The tooth whitening system of claim 1 , wherein the peroxide is hydrogen peroxide or carbamide peroxide.

11. The tooth whitening system of claim 1 , comprising from about 1-20 weight percent of the water-swellable, water insoluble copolymer; from about 20-80 weight percent of the poly(N-vinyl lactam) homopolymer; from about 10-50 weight percent of the poly(alkylene glycol) oligomer; and from about 0.1 to 60 weight percent of the peroxide whitening agent.

12. The tooth whitening system of claim 11 , wherein the poly(N-vinyl lactam) homopolymer is polyvinyl pyrrolidone, the poly(alkylene glycol) oligomer is polyethylene glycol, and the whitening agent is a hydrogen peroxide.

13. The tooth whitening system of claim 1 , comprising from about 6-12 weight percent of the water-swellable, water insoluble copolymer; from about 40-60 weight percent of the poly(N-vinyl lactam) homopolymer; from about 15-35 weight percent of the poly(alkylene glycol) oligomer; and from about 0.1 to 30 weight percent of the peroxide whitening agent.

14. The tooth whitening system of claim 13 , wherein the poly(N-vinyl lactam) homopolymer is polyvinyl pyrrolidone, the poly(alkylene glycol) oligomer is polyethylene glycol, and the whitening agent is a hydrogen peroxide.

15. The tooth whitening system of claim 14 , comprising from about 1 to 20 weight percent of the peroxide whitening agent.

16. A method for whitening a tooth, comprising:

providing a tooth whitening system comprised of (i) an outer substrate that serves as an external surface of the system following application to a tooth surface; (ii) a tooth contact adhesive layer adhered to the outer substrate, and (iii) a removable release liner positioned on the tooth contact adhesive layer;

wherein the tooth contact adhesive layer comprises a solid composition comprising:

(a) a water-swellable, water-insoluble copolymer of methacrylic acid and ethyl acrylate;

(b) a blend of a poly(N-vinyl lactam) homopolymer and a poly(alkylene glycol) oligomer capable of hydrogen bonding to the poly(N-vinyl lactam); and

(c) a peroxide whitening agent.

17. The method of claim 16 , further comprising: removing the release liner and applying the tooth contact adhesive layer to a tooth using manual pressure to the outer substrate.

18. The method of claim 17 , wherein after said applying, the tooth contact adhesive layer remains in contact with the tooth for a period of between about 10 minutes to 8 hours.

19. The method of claim 17 , wherein after said applying, the tooth contact adhesive layer remains in contact with the tooth for a period of between about 30 minutes to 1 hour.

20. The method of claim 17 , further comprising removing the tooth contact adhesive layer from the tooth.

Assignments (7)
REASSIGNMENT AND RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 57597/0907 Recorded May 12, 2026
From: HERCULES CAPITAL, INC.
To: CORIUM, LLC (FORMERLY, CORIUM, INC.)
Reel/Frame 075564/0147 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jan 19, 2024
From: CORIUM, LLC
To: COLUMBUS INVESTMENT HOLDINGS SA
Reel/Frame 066355/0628 →
CHANGE OF NAME Recorded Oct 25, 2022
From: CORIUM, INC.
To: CORIUM, LLC
Reel/Frame 061852/0142 →
SECURITY INTEREST Recorded Sep 24, 2021
From: CORIUM, INC.
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 057597/0907 →
CHANGE OF NAME Recorded Apr 9, 2019
From: CORIUM INTERNATIONAL, INC.
To: CORIUM, INC.
Reel/Frame 048841/0324 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2017
From: SINGH, PARMINDER; CLEARY, GARY W.; MUDUMBA, SRI
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 042416/0382 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2017
From: FELDSTEIN, MIKHAIL M.; BAYRAMOV, DANIR F.
To: A.V. TOPCHIEV INSTITUTE OF PETROCHEMICAL SYNTHESIS, RUSSIAN ACADEMY OF SCIENCES
Reel/Frame 042490/0158 →
Continuity (5)
Continuation 14494304 · Sep 23, 2014
Continuation 10359548 · Feb 5, 2003
Continuation In Part 10137664 · May 1, 2002
Provisional Application 60288008 · May 1, 2001
Related Publication 20170071833A1 · Mar 16, 2017