Resin reinforced zinc polycarboxylate temporary cement compositions and related kits and methods

Patent metadata

Field	Value
Publication number	US-9549880-B2
Application number	US-201614990507-A
Country	US
Kind code	B2
Filing date	Jan 7, 2016
Priority date	Feb 28, 2007
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

Dental cement compositions (including two-part compositions), kits, and related methods are used for bonding a dental prosthetic appliance to a tooth. A first part includes an amine activator component and a zinc oxide reactive filler, while a second part includes a polymerization initiator (e.g., benzoyl peroxide) and a polymerizable component having a structure including at least one acrylate or methacrylate group at one end and a carboxylic acid group at another end. A temporary cement composition advantageously exhibits reduced compressive and/or bonding strength relative to permanent cement compositions, which provides sufficient strength to facilitate normal use of the teeth while the provisional appliance is in use, while also facilitating easy removal of the provisional appliance for replacement with a permanent appliance at a later time.

First claim

What is claimed is:

1. An uncured dental cement composition, comprising:
an amine activator component;
zinc oxide;
a polymerization initiator comprised of benzoyl peroxide;
polybutadiene; and
a polymerizable component including an acrylate or methacrylate group and a carboxylic acid group.

2. The uncured dental cement composition of claim 1 , wherein the uncured dental cement composition is a two-part composition comprising a first part initially separate from a second part, the first part comprising the amine activator component and the zinc oxide, and the second part comprising the polymerization initiator and the polymerizable component.

3. The uncured dental cement composition of claim 1 , wherein the benzoyl peroxide comprises between about 0.01 percent and about 3 percent by weight of the cement composition.

4. The uncured dental cement composition of claim 1 , wherein the zinc oxide comprises between about 3 percent and about 50 percent by weight of the cement composition.

5. The uncured dental cement composition of claim 1 , the polymerizable component comprising the acrylate or methacrylate group at one end and the carboxylic acid group at another end.

6. The uncured dental cement composition of claim 4 , wherein the polymerizable component comprises at least one of mono-2-(methacryloyloxy)ethyl succinate or 2-hydroxyethylmethacrylate/phthalic anhydride.

7. The uncured dental cement composition of claim 1 , further comprising a cross-linking polymerizable component.

8. The uncured dental cement composition of claim 7 , wherein the cross-linking polymerizable component comprises at least one of bisphenol-A glycidyl methacrylate, diurethane dimethacrylate, tri-ethylene glycol dimethacrylate, hydroxyethyl methacrylate or glycerol dimethacrylate.

9. The uncured dental cement composition of claim 7 , wherein the cross-linking polymerizable component is phosphated.

10. The uncured dental cement composition of claim 8 , further comprising hydroxypropylmethacrylate.

11. The uncured dental cement composition of claim 2 , wherein at least one of the first or second parts further comprises at least one of a plasticizer or an un-reactive filler in an amount so that the cement composition formed by mixing the first and second parts has a bonding strength of less than 3 MPa when cured.

12. An uncured dental cement composition, comprising:
an amine activator component;
zinc oxide;
a polymerization initiator comprising benzoyl peroxide;
a polymerizable component having at least one acrylate or methacrylate group and also a carboxylic acid group; and
a polybutadiene plasticizer.

13. The uncured dental cement composition of claim 12 , wherein the uncured dental cement composition is a two-part composition comprising a first part initially separate from a second part, the first part comprising the amine activator component and the zinc oxide, and the second part comprising the polymerization initiator and the polymerizable component, wherein at least one of the first or second parts comprises the polybutadiene plasticizer.

14. The uncured dental cement composition of claim 12 , wherein the zinc oxide comprises between about 3 percent and about 50 percent by weight of the cement composition.

15. The uncured dental cement composition of claim 12 , wherein the polybutadiene plasticizer is included in an amount of from about 25% by weight to about 60% by weight of the cement composition.

16. The uncured dental cement composition of claim 12 , wherein the polybutadiene plasticizer is included in an amount of from about 30% by weight to about 40% by weight of the cement composition.

17. The uncured dental cement composition of claim 12 , the polymerizable component comprising the acrylate or methacrylate group at one end and the carboxylic acid group at another end.

18. The uncured dental cement composition of claim 17 , wherein the polymerizable component comprises mono-2-(methacryloyloxy)ethyl succinate and/or 2-hydroxyethylmethacrylate/phthalic anhydride.

19. The uncured dental cement composition of claim 12 , further comprising at least one of bisphenol-A glycidyl methacrylate, diurethane dimethacrylate, tri-ethylene glycol dimethacrylate, hydroxyethyl methacrylate or glycerol dimethacrylate.

20. The uncured dental cement composition of claim 13 , wherein the cement composition formed by mixing the first and second parts has a bonding strength of less than 3 MPa when cured.

21. The uncured dental cement composition of claim 20 , wherein the cement composition has a bonding strength of less than about 2.5 MPa when cured.

22. An uncured dental cement composition comprising:
an amine activator component;
zinc oxide;
benzoyl peroxide;
at least one of mono-2-(methacryloyloxy)ethyl succinate or 2-hydroxyethylmethacrylate/phthalic anhydride; and
a polybutadiene plasticizer.

23. The uncured dental cement composition of claim 22 , wherein the uncured dental cement composition is a two-part composition comprising a first part initially separate from a second part, the first part comprising the amine activator component and the zinc oxide, and the second part comprising the benzoyl peroxide and the at least one of mono-2-(methacryloyloxy)ethyl succinate or 2-hydroxyethylmethacrylate/phthalic anhydride, wherein at least one of the first or second parts comprises the polybutadiene plasticizer.

24. An uncured dental cement composition, comprising:
an amine activator component;
zinc oxide;
a polymerization initiator comprised of benzoyl peroxide; and
a polymerizable component including an acrylate or methacrylate group and a carboxylic acid group,
wherein the cement composition, when applied to a tooth and cured, has a bond strength that is not more than about 2.5 MPa.

Assignees

• Ultradent Products Inc

Inventors

• Kennard Gordon
• Kawamoto Andy T
• Wagner Jeff

Classifications

• A61K6/15

  Compositions characterised by their physical properties · CPC title

• A61K6/61

  Cationic, anionic or redox initiators · CPC title

• A61K6/887

  Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61K6/30

  Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives · CPC title

• A61K6/71

  Fillers · CPC title