Method of preparing polymeric adhesive compositions utilizing the mechanism of interaction between the polymer components

• US 8,821,901 B2
• Filed: 04/05/2010
• Issued: 09/02/2014
• Est. Priority Date: 05/01/2001
• Status: Active Grant

• Current Assignee: Corium Pharma Solutions, Inc.
• Original Assignee: A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences,, Corium International, Inc.
• Inventors: Feldstein, Mikhail M., Bairamov, Danir F., Plat, Nicolai A., Kulichikhin, Valery G., Chalykh, Anatoly E., Cleary, Gary W., Singh, Parminder
• Primary Examiner(s): PACKARD, BENJAMIN J
• Application Number:
  US12/754,331
• Publication Number:
  US 20100239644A1
• Time in Patent Office: 1,611 Days
• Field of Search: 424/49, 424/401, 424/616
• US Class Current: 424/401
• CPC Class Codes: A61C 19/066 Bleaching devices; Whitening agent applicators for teeth, e.g. trays or strips
• CPC Class Codes: A61K 2800/262 Transparent; Translucent
• CPC Class Codes: A61K 2800/54 Polymers characterized by specific structures/properties
• CPC Class Codes: A61K 2800/5422 nonionic
• CPC Class Codes: A61K 2800/5424 anionic
• CPC Class Codes: A61K 6/69 Medicaments
• CPC Class Codes: A61K 8/0208 Tissues; Wipes; Patches
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/22 Peroxides; Oxygen; Ozone
• CPC Class Codes: A61K 8/731 Cellulose; Quaternized cellulose derivatives
• CPC Class Codes: A61K 8/8152 Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/817 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• CPC Class Codes: A61K 8/8176 Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/86 Polyethers
• CPC Class Codes: A61K 9/7007 Drug-containing films, membranes or sheets A61K9/0041, A61K9/0043, A61K9/006, A61K9/0063 take precedence
• CPC Class Codes: A61L 15/585 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 15/60 Liquid-swellable gel-forming materials, e.g. super-absorbents
• CPC Class Codes: A61Q 11/00 Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• CPC Class Codes: C08L 2312/00 Crosslinking
• CPC Class Codes: C08L 53/00 Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers

Abstract

A method of selecting components for use in water-absorbing pressure-sensitive adhesive compositions is provided. The method involves selecting a film-forming polymer, a ladder-like non-covalent crosslinker that is capable of forming a ladder-like interpolymer complex with the film-forming polymer selected, and selecting a carcass-like non-covalent crosslinker that is capable of forming a carcass-like complex with at least one of the film-forming polymer selected or the ladder-like non-covalent crosslinker selected. The adhesive hydrogels provide high adhesion in a swollen state and bridge the gap between conventional pressure sensitive adhesives and bioadhesives. Methods for preparing and using the resulting compositions are also disclosed.

Claims

1. A method of preparing a bioadhesive, tooth whitening composition comprising:

(i) blending a mixture comprising a (1;

1) methyacrylic acid-ethyl acrylate copolymer, polyvinylpyrrolidone, poly(ethylene glycol) having a molecular weight from 200-600, and a tooth whitening agent, to thereby form a blended polymer-tooth whitening agent composition, wherein the amount of polyvinylpyrrolidone on a weight basis is greater than the amount of the methyacrylic acid-ethyl acrylate copolymer or the amount of the poly(ethylene)glycol,

(ii). melting the blended polymer-tooth whitening agent composition from (i) to form a melted composition, and

(iii). extruding the melted composition from (ii) to form an extruded tooth whitening composition,

the extruded tooth whitening composition comprising from about 20-95 wt % polyvinylpyrrolidone, from about 0.5-40 wt % of methyacrylic acid-ethyl acrylate copolymer, and from about 0.5-60 wt % poly(ethylene glycol).

2. The method of claim 1 wherein the tooth whitening agent is selected from the group consisting of peroxides, metal chlorites, perborates, percarbonates, peroxyacids, and combinations thereof.

3. The method of claim 1, wherein in step (iii), the melted composition is extruded onto a suitable substrate or backing member.

4. The method of claim 1, wherein the extruded tooth whitening composition comprises about 30-50 wt % polyvinyl pyrrolidone;

about 5-10 wt % (1;

1) methyacrylic acid-ethyl acrylate copolymer; and

about 15-30 wt % polyethylene glycol.

5. The method of claim 2, wherein the tooth whitening agent is hydrogen peroxide.

6. The method of claim 5, wherein the extruded tooth whitening composition comprises from about 5-25 wt % hydrogen peroxide.

7. The method of claim 1, wherein the melting step is carried out at a temperature from about 90°

C. to 170°

C.

8. The method of claim 7, wherein the melting step is carried out at a temperature from about 100°

C. to 140°

C.

9. The method of claim 1, wherein additional components are present in the blended polymer-tooth whitening agent composition of step (i).

10. The method of claim 9, wherein a solvent or water is additionally present in the blended polymer-tooth whitening agent composition of step (i).

11. The method of claim 1, further comprising after the extruding step, pressing the extruded teeth whitening composition against a backing member.

12. The method of claim 1, further comprising after the extruding step, laminating the extruded teeth whitening composition to a backing member.

13. The method of claim 3, wherein the thickness of the resulting extruded teeth whitening composition ranges from about 0.050 to 0.80 millimeters.

14. The method of claim 1, wherein the tooth whitening agent mixed in step (i) is in solid form.

15. The method of claim 1, wherein the tooth whitening agent mixed in step (i) is dissolved in a solvent.

16. The method of claim 3, further comprising adding a release liner to the melted composition that has been extruded onto a suitable substrate or backing member.

17. The method of claim 3, wherein the backing member is erodible.

18. The method of claim 2, wherein the tooth whitening agent is a peroxide.

19. The method of claim 5, wherein the extruded tooth whitening composition comprises about 6 weight percent hydrogen peroxide.

20. The method of claim 1, wherein the extruded bioadhesive tooth whitening composition formed in step (iii) is substantially non-tacky but exhibits adhesion upon contact with a moist surface.

21. In a method of preparing a bioadhesive, tooth whitening composition comprising the steps of:

(i) blending a (1;

1) methyacrylic acid-ethyl acrylate copolymer, polyvinylpyrrolidone, and poly(ethylene glycol) having a molecular weight from 200-600, wherein the amount of polyvinylpyrrolidone on a weight basis is greater than the amount of the methyacrylic acid-ethyl acrylate copolymer or the amount of the poly(ethylene)glycol,

(ii). melting the blended composition from (i) to form a melted composition, and

(iii). extruding the melted composition from (ii) to form an, extruded composition,

the improvement comprising the inclusion of a tooth whitening agent directly in the blending step to form a blended polymer-tooth whitening agent composition, wherein the extruded tooth whitening composition comprises from about 20-95 wt % polyvinylpyrrolidone, from about 0.5-40 wt % of methyacrylic acid-ethyl acrylate copolymer, and from about 0.5-60 wt % poly(ethylene glycol).