Method for priming hard tissue

• US 4,880,660 A
• Filed: 08/28/1987
• Issued: 11/14/1989
• Est. Priority Date: 08/28/1987
• Status: Expired due to Term

• Current Assignee: 3M Company
• Original Assignee: 3M Company
• Inventors: Aasen, Steven M., Oxman, Joel D.
• Primary Examiner(s): Lusignan, Michael
• Application Number:
  US07/091,051
• Time in Patent Office: 809 Days
• Field of Search: 427/2, 428/473, 433/226, 523/116, 106/35
• US Class Current: 433/217.1
• CPC Class Codes: A61K 6/20 Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
• CPC Class Codes: A61K 6/30 Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
• 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: A61Q 3/00 Manicure or pedicure preparations
• CPC Class Codes: C08L 33/10 Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C08L 71/02 Polyalkylene oxides

Abstract

A single phase aqueous solution containing water, a water-soluble film former (e.g., 2-hydroxyethylacrylate) and a salt of an acid (e.g., calcium trifluoroacetate) is used as a primer for adhering to or overcoating hard tissue such as tooth dentin.

Claims

1. A method for adhering to or coating hard tissue, comprising the steps of:

(a) applying to said tissue a single phase aqueous primer solution comprising water, and effective amounts of a water-soluble film former and a salt of an acid, the amount of said water being sufficient so that said primer forms a homogeneous liquid when shaken briefly at room temperature, and

(b) hardening said film former.

2. A method according to claim 1, wherein said film former contains one or more substances having a sufficient number of water-solubilizing groups to render said film former, exclusive of any water that may be present therein, soluble in water to at least about 5 weight percent, such water-solubilizing groups being selected from hydroxyl groups, carboxyl groups, sulfonic acid groups, cationic salts, amide linkages and polyether linkages.

3. A method according to claim 1, wherein said film former contains one or more addition-polymerizable substances having one or more hydroxyl groups, carboxyl groups or sulfonic acid groups.

4. A method according to claim 1, wherein said film former comprises 2-hydroxyethylmethacrylate.

5. A method according to claim 1, wherein said salt comprises a salt of a mineral acid.

6. A method according to claim 1, wherein said salt comprises a salt of an organic acid.

7. A method according to claim 6, wherein said salt comprises a salt of a carboxylic acid, alkylsulfonic acid, or arylsulfonic acid.

8. A method according to claim 1, wherein said salt has an alkaline earth or alkali cation.

9. A method according to claim 8, wherein said salt comprises a calcium salt.

10. A method according to claim 9, wherein said salt comprises a haloacetate salt.

14. A method according to claim 1, wherein prior to hardening said film former, readily volatile solvents are removed therefrom to leave a residual film that is then overcoated with an additional film former that forms a homogeneous solution when combined with said residual film, said residual film and said additional film former being hardened using an autocuring or lightcuring polymerization catalyst.

15. A method according to claim 14, wherein said additional film former comprises a copolymerizable mixture of Bis-GMA and a hydrophilic monomer selected from the group consisting of 2-hydroxyethylmethacrylate, hydroxypropylmethacrylate and methacrylic acid, and said polymerization catalyst comprises a photoinitiator.

29. A method according to claim 1, wherein said solution contains polymerization catalyst.

30. A method according to claim 29, wherein said polymerization catalyst comprises light-cure catalyst.

11. A method for adhering to or coating hard tissue, comprising the steps of:

(a) applying to said tissue a single phase aqueous primer solution comprising water, a water-soluble film former and a salt of an acid, and

(b) hardening said film former, wherein said primer contains about 10 to about 90 weight percent of said film former, at least about 0.001 moles of said salt per 1,000 grams of said primer, and sufficient water so that said primer forms a homogeneous liquid when shaken briefly at room temperature.

12. A method for adhering to or coating hard tissue, comprising the steps of:

(a) applying to said tissue a single phase aqueous primer solution comprising water, a water-soluble film former and a salt of an acid, and

(b) hardening said film former, wherein said primer contains about 25 to about 80 percent of said film former, and about 0.01 to about 1 moles of said salt per 1000 grams of said primer, and sufficient water so that said primer forms a homogeneous liquid when shaken briefly at room temperature.

13. A method for adhering to or coating hard tissue, comprising the steps of:

(a) applying to said tissue a single phase aqueous primer solution comprising water, a water-soluble film former and a salt of an acid, and

(b) hardening said film former, wherein said primer contains about 35 to about 70 weight percent of said film former, about 0.05 to about 0.5 moles of said salt per 1000 grams of said primer, and sufficient water so that said primer forms a homogeneous liquid when shaken briefly at room temperature.

16. A primer composition, useful for adhering to or coating hard tissue, comprising a single phase aqueous solution comprising water, and effective amounts of a water-soluble film former and a salt of an acid, said solution being in the form of a film atop said hard tissue, the amount of said water being sufficient so that said primer forms a homogenous liquid hen shaken briefly at room temperature.

17. A composition according to claim 16, wherein said film former contains one or more substances having a sufficient number of water-solubilizing groups to render said film former, exclusive of any water that may be present therein, soluble in water to at least about 5 weight percent, such water-solubilizing groups being selected from hydroxyl groups, carboxyl groups, sulfonic acid groups, cationic salts, amide linkages and polyether linkages.

18. A composition according to claim 16, wherein said film former contains one or more addition-polymerizable substances having one or more hydroxyl groups, carboxyl groups or sulfonic acid groups.

19. A composition according to claim 16, wherein said film former comprises 2-hydroxyethylmethacrylate.

20. A composition according to claim 16, wherein said salt comprises a salt of a mineral acid.

21. A composition according to claim 16, wherein said salt comprises a salt of an organic acid.

22. A composition according to claim 21, wherein said salt comprises a salt of a carboxylic acid, alkylsulfonic acid, or arylsulfonic acid.

23. A composition according to claim 16, wherein said salt has an alkaline earth or alkali cation.

24. A composition according to claim 23, wherein said salt comprises a calcium salt.

25. A composition according to claim 24, wherein said salt is comprises a haloacetate salt.

31. A composition according to claim 16, wherein said solution contains polymerization catalyst.

32. A composition according to claim 31, wherein said polymerization catalyst comprises light-cure catalyst.

26. A primer composition, useful for adhering to or coating hard tissue, comprising a single phase aqueous solution comprising water, water-soluble film former, and a salt of an acid, said solution being in the form of a film atop said hard tissue, wherein said solution contains about 10 to about 90 weight percent of said film former, at least about 0.001 moles of said salt per 1000 grams of said primer, and sufficient water so that said primer forms a homogeneous liquid when shaken briefly at room temperature.

27. A primer composition, useful for adhering to or coating hard tissue, comprising a single phase aqueous solution comprising water, water-soluble film former, and a salt of an acid, said solution being in the form of a film atop said hard tissue, wherein said solution contains about 25 to about 80 weight percent of said film former, about 0.01 to about 1 moles of said salt per 1000 grams of said primer, and sufficient water so that said primer forms a homogeneous liquid when shaken briefly at room temperature.

28. A primer composition, useful for adhering to or coating hard tissue, comprising a single phase aqueous solution comprising water, water-soluble film former, and a salt of an acid, said solution being in the form of a film atop said hard tissue, wherein said solution contains about 35 to about 70 weight percent of said film former, about 0.05 to about 0.5 moles of said salt per 000 grams of said primer, and sufficient water so that said primer forms a homogeneous liquid when shaken briefly at room temperature.