Dental and medical polymer composites and compositions

• US 20040097627A1
• Filed: 01/07/2004
• Published: 05/20/2004
• Est. Priority Date: 02/06/2001
• Status: Active Grant

• Current Assignee: Stick Tech Oy (General Cannabis Corp.)
• Original Assignee: Stick Tech Oy (General Cannabis Corp.)
• Inventors: Skrifvas, Mikael, Ylu-Urpo, Antti, Vallittu, Pekka, Viljanen, Eeva, Lassila, Lippo
• Granted Patent: US 7,354,969 B2
• Time in Patent Office: Days
• US Class Current: 524/430
• CPC Class Codes: A61K 6/887 Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: A61L 27/48 with macromolecular fillers
• CPC Class Codes: C08L 101/005 Dendritic macromolecules
• CPC Class Codes: C08L 33/00 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
• CPC Class Codes: Y10S 977/754 Dendrimer, i.e. serially branching or "tree-like" structure

Abstract

The invention relates to polymerizable multifunctional polymer composites and compositions, which are suitable for dental and medical applications, such as dental prostheses, filling materials, implants and the like. It also relates to a method for the manufacture of such polymerizable multifunctional polymer composites and compositions, and to the use of the multifunctional polymer composites and compositions in dental and medical applications. A multifunctional polymer composite or composition is manufactured from 30-99 wt % of a monomer mixture containing 30-99 wt % of a dendrimer or a combination of dendrimers and 1-70 wt % of a reactive solvent or a combination of reactive solvents, and 0.1-70 wt % of a nanofiller or a combination of nanofillers.

Claims

1. A polymerisable multifunctional polymer composite or composition, characterized in that it comprises a) 30-99 wt % monomers comprising 30-99 wt % of a dendrimer or a combination of dendrimers and 1-70 wt % of a reactive solvent or a combination of reactive solvents, and b) 0.1-70 wt % of a nanofiller or a combination of nanofillers, and the nanofiller is an organic nanofiller, an inorganic nanofiller or organic-inorganic-hybrid nanofiller, incorporated into the composition or composite with the reactive solvent and forming a nanofiller phase in polymerisation.

2. A polymerisable multifunctional polymer composite or composition according to claim 1, characterized in that it comprises a) 30-99 wt % monomers comprising 50-90 wt % of a dendrimer or a combination of dendrimers and 1-50 wt % of a reactive solvent or a combination of reactive solvents, and b) 30-70 wt % of a nanofiller or a combination of nanofillers.

3. A polymerisable multifunctional polymer composite or composition according to claim 1 or 2, characterized in that it comprises a) 30-99 wt % monomers comprising 60-80 wt % of a dendrimer or a combination of dendrimers and 1-30 wt % of a reactive solvent or a combination of reactive solvents, and b) 50-70 wt % of a nanofiller or a combination of nanofillers.

4. A polymerisable multifunctional polymer composite or composition according to any one of claims 1-3, characterized in that the nanofiller is a solid powder with a particle size of less than 0.1 μ

m.

5. A polymerizable multifunctional polymer composite or composition according to any one of claims 1-4, characterized in that the organic nanofiller is selected from a group consisting of a polymer chain, a cluster of polymer chains, a co-polymer of said polymers and preferably from polymerized alkyl acrylate and/or alkyl methacrylate, alkyl dimethacrylates, and alkyl diacrylates monomers, the inorganic nanofiller is selected from a group consisting of particles of aluminium oxide, silicates, glass fillers, ceramic materials, silica gel (Si-gel) and titanium gel (Ti-gel), and the inorganic-organic hybrid filler is selected from the group consisting of polysilsesquioxanes.

6. A polymerizable multifunctional polymer composite or composition according to anyone of claims 1-5, characterized in that the organic nanofiller is a cluster of polymer chains of polymethyl methacrylate (PMMA) or a cluster of polymer chains of polyethyleneglykol dimethacrylate (PEG DMA) and the inorganic nanofiller is a quartz or barium glass filler.

7. A multifunctional polymer composite or composition according to any one of claims 1-6, characterized in that the reactive solvent is an acrylate or methacrylate monomer.

8. A multifunctional polymer composite or composition according to any one of claims 1-7, characterized in that the reactive solvent is methyl methacrylate, ethyl methacrylate, butyl methacrylate or propyl methacrylate.

9. A multifunctional polymer composite or composition according to any one of claims 1-8, characterized in that the dendrimer is selected from the group consisting of dendrimers with allylic, vinylic, acrylic or methacrylic groups as terminal groups.

10. A multifunctional polymer composite or composition according to any one of claims 1-9, characterized in that the dendrimer is a methacrylate terminated dendrimer.

11. A multifunctional polymer composite or composition according to any one of claims 1-10, characterized in that the composite or composition comprises reinforcement, preferably glass fibre, carbon/graphite fibre or polyethylene fibre, plasticizers, antioxidants, drug substances, anti-microbiological agents, colourants, polymerization initiators and catalysts.

12. A method for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that a monomer mixture is prepared wherein 30-99 wt % of a dendrimer(s) is mixed with 1-70 wt % of a reactive solvent(s), to 30-99 wt % of the obtained mixture 0.1-70 wt % of a nanofiller(s), which is an organic nanofiller, an inorganic nanofiller or organic-inorganic-hybrid nanofiller, forming a nanofiller phase in polymerisation, is added and the components are mixed at 20-50°

C. temperature, 0.1-3 wt % of a polymerisation initiator, an optional catalyst, each, and optional additives are added.

13. A method according to claim 12 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that 50-90 wt % of a dendrimer(s) is mixed with 1-50 wt % of a reactive solvent(s), to the obtained mixture 30-70 wt % of a nanofiller(s) is added.

14. A method according to claim 12 or 13 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that 60-80 wt % of a dendrimer(s) is mixed with 1-30 wt % of a reactive solvent(s), to the obtained mixture 50-70 wt % of a nanofiller(s) is added.

15. A method according to any one of claims 12-14 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that the nanofiller is a solid powder with a particle size of less than 0.1 μ

m.

16. A method according to any one of claims 12-15 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that the organic nanofiller is selected from a group consisting of a polymer chain, a cluster of polymer chains, a co-polymer of said polymers and preferably from polymerized alkyl acrylate and/or alkyl methacrylate, alkyl dimethacrylates, and alkyl diacrylates monomers, the inorganic nanofiller is selected from a group consisting of particles of aluminium oxide, silicates, glass fillers, ceramic materials, silica gel (Si-gel) and titanium gel (Ti-gel), and the inorganic-organic hybrid filler is selected from the group consisting of polysilsesquioxanes.

17. A method according to any one of claims 12-16 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that the organic nanofiller is a cluster of polymer chains of polymethyl methacrylate (PMMA) or a cluster of polymer chains of polyethyleneglykol dimethacrylate (PEG DMA) and the inorganic nanofiller is a quartz or barium glass filler.

18. A method according to any one of claims 12-17 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that the reactive solvent is an acrylate or methacrylate monomer.

19. A method according to any one of claims 12-18 for the manufacture of a polymerisable multifunctional polymer composite or composition, characterized in that the reactive solvent is methyl methacrylate, ethyl methacrylate, butyl methacrylate or propyl methacrylate.