Rechargeable calcium phosphate-containing dental materials

Patent metadata

Field	Value
Publication number	US-2016228335-A1
Application number	US-201615017123-A
Country	US
Kind code	A1
Filing date	Feb 5, 2016
Priority date	Feb 5, 2015
Publication date	Aug 11, 2016
Grant date	—

Abstract

The present invention provides rechargeable dental materials that can be widely applied in a variety of dental applications. The rechargeable dental materials of the invention may be included in dental primers, dental adhesives, dental resins, dental composites, dental bonding systems and the like, as well as dental cements, dental sealants, dental bases and dental liners, each of which is rechargeable with calcium and phosphate ions. The present invention also provides for a method of recharging the rechargeable dental material with calcium and phosphate ions.

First claim

What is claimed is:

1 . A rechargeable dental material comprising (i) two or more rechargeable monomers and (ii) nanoparticles of amorphous calcium phosphate (NACP),
wherein the combined amount of the two or more rechargeable monomers is about 10% to about 90% of the mass of the material, and wherein the NACP is present in an amount of about 20% to about 40% of the mass of the material.

2 . A rechargeable dental adhesive comprising the rechargeable dental material according to claim 1 and one or more curing agents,
wherein the combined amount of the one or more curing agents is about 0.05% to about 5% of the mass of the adhesive, and
wherein the NACP is present in an amount of about 20% to about 30% by mass of the material.

3 . A rechargeable orthodontic cement comprising the rechargeable dental material according to claim 1 and one or more curing agents,
wherein the combined amount of the one or more curing agents is about 0.05% to about 5% of the mass of the cement,
wherein the NACP is present in an amount of about 30% to about 40% by mass of the material.

4 . A rechargeable dental composite comprising the rechargeable dental material according to claim 1 and one or more fillers selected from the group consisting of glass fillers, ceramic fillers, and polymer-based fillers,
wherein the combined amount of the one or more fillers is about 30% to about 70% of the mass of the composite.

5 . The rechargeable dental material according to claim 1 , wherein the two or more rechargeable monomers are selected from the group consisting of bisphenol glycidyl methacrylate (bis-GMA), triethylene glycol dimethacrylate (TEGDMA), 2-hydroxyethyl methacrylate (HEMA), urethane dimethacrylate (UDMA), pyromellitic acid glycerol dimethacrylate (PMGDM), ethoxylated bisphenol A dimethacrylate (EBPADMA), Bis[2-(methacryloyloxy)ethyl] phosphate (BisMEP), methacryloyloxyethyl phthalate (MEP), methacrylate-modified polyalkenoic acid, pyromellitic dimethacrylate (PMDM), glycerol dimethacrylate/maleate adduct, glycerol dimethacrylate/succinate adduct, 2-acetoacetoxyethyl methacrylate, and methacryloyloxyethyl maleate.

6 . The rechargeable dental material according to claim 1 , further comprising one or more acidic methacrylate or acrylate-based monomers.

7 . The rechargeable dental material according to claim 1 , further comprising one or more antibacterial agents selected from the group consisting of antibacterial monomers, quaternary ammonium salts (QASs), silver-containing nanoparticles (NanoAgs), chlorhexidine particles, TiO2 particles, and ZnO particles.

8 . The rechargeable dental material according to claim 7 , wherein the antibacterial monomers are selected from the group consisting of dimethylamino propyl methacrylate (DMAPM), dimethylamino hexyl methacrylate (DMAHM), dimethylamino heptyl methacrylate (DMAHPM), dimethylamino octyl methacrylate (DMAOM), dimethylamino nonyl methacrylate (DMANM), dimethylamino decyl methacrylate (DMADM), dimethylamino undecyl methacrylate (DMAUDM), dimethylamino dodecyl methacrylate (DMADDM), dimethylamino tridecyl methacrylate (DMATDM), dimethylamino tetradecyl methacrylate (DMATTDM), dimethylamino pentadecyl methacrylate (DMAPDM), dimethylamino hexadecyl methacrylate (DMAHDM), dimethylamino heptadecyl methacrylate (DMAHPDM), dimethylamino octadecyl methacrylate (DMAODM), dimethylamino nonadecyl methacrylate (DMANDM), dimethylamino icosyl methacrylate (DMAIOM), dimethylamino henicosyl methacrylate (DMAHOM), and dimethylamino docosyl methacrylate (DMADOM).

9 . The rechargeable dental material according to claim 1 , further comprising one or more protein repellant materials selected from the group consisting of 2-methacryloyloxyethyl phosphorylcholine (MPC), poly(hydroxyethyl methacrylate) (HEMA) and derivatives thereof, and poly(N-isopropylacrylamide) and derivatives thereof.

10 . The rechargeable dental material according to claim 1 , further comprising one or more curing agents selected from the group consisting of camphorquinone (CQ), benzoyl peroxide (BPO), phenylbis (2,4,6-triemthylbenzoyl) phosphine oxide, and ethyl 4-N,N-dimethylaminobenzoate.

11 . The rechargeable dental material according to claim 1 , wherein the rechargeable dental composite comprises three or more rechargeable monomers.

12 . The rechargeable dental material according to claim 1 , wherein the rechargeable dental composite comprises four or more rechargeable monomers.

13 . The rechargeable dental material according to claim 1 , wherein the NACP has an average particle size of about 10 nm to about 500 nm.

14 . The rechargeable dental composite according to claim 4 , wherein the glass filler is one or more glass particles selected from the group consisting of barium boroaluminosilicate glass particles, fluoroaluminosilicate glass particle modified with a polyalkenoic acid, and fluoroaluminosilicate glass particles modified with a polycarboxylic acid.

15 . The rechargeable dental composite according to claim 4 ,
wherein the at least two rechargeable monomers are present in a combined amount of 10% to about 40% by mass of the dental material and the NACP is present in amount of about 20% to about 30% by mass of the dental material, and wherein the filler is present in an amount of about 40% to about 60% by mass of the composite.

16 . A method of recharging a rechargeable dental material comprising contacting a rechargeable dental material with a recharging composition under conditions promoting uptake of ions by rechargeable monomers,
wherein the rechargeable dental material comprises (i) two or more rechargeable monomers and (ii) nanoparticles of amorphous calcium phosphate (NACP), wherein the NACP is present in an amount of about 20% to about 40% by mass of the material, and wherein the recharging composition comprises calcium ions, phosphate ions, or a combination thereof.

17 . The method according to claim 16 , wherein the recharging composition is a tooth paste, mouthwash, oral gel, gum, dental paste, or oral patch.

18 . The method according to claim 16 , wherein the recharging composition is in contact with the rechargeable dental material for about 30 seconds to about 3 minutes.

19 . The method according to claim 16 , wherein the rechargeable dental material is contacted with the recharging composition daily, weekly, or monthly.

Assignees

• Univ Maryland

Inventors

• Xu Huakun
• Weir Michael D
• Zhang Ling

Classifications

• A61K6/77

  Glass · CPC title

• A61K6/17

  Particle size · CPC title

• A61K6/838 Primary

  Phosphorus compounds, e.g. apatite · CPC title

• A61K6/62 Primary

  Photochemical radical initiators · CPC title

• A61K6/71

  Fillers · CPC title