Dental materials Using 2,2,4,4-Tetramethyl-1,3-Cyclobutandiol

Abstract

Dental compositions and dental products having a resin derived from a cyclic diol such as 2,2,4,4-tetramethyl-1,3-cyclobutandiol.

1 . A dental composition comprising a dental resin and a filler, wherein the dental resin is 2,2,4,4-tetramethyl-1,3-cyclobutandiol. 
     
     
         2 . The dental composition according to  claim 1 , wherein the dental resin is derived from a diol of 2,2,4,4-tetramethyl-1,3-cyclobutandiol and an isocyante or a carboxylic monomer. 
     
     
         3 . The dental composition according to  claim 1 , wherein the dental resin is derived from a diol of the 2,2,4,4-tetramethyl-1,3-cyclobutandiol, a diisocyanate and a monohydroxylmethacrylate. 
     
     
         4 . The dental composition according to  claim 1 , wherein the dental composition exhibits a compressive yield strength of from about 80 MPa to about 300 MPa. 
     
     
         5 . The dental composition according to  claim 4 , wherein the compressive yield strength is from about 90 MPa to about 250 MPa. 
     
     
         6 . The dental composition according to  claim 5 , wherein the compressive yield strength is from about 100 MPa to about 200 MPa. 
     
     
         7 . The dental composition according to  claim 1 , wherein the dental composition exhibits a compressive modulus of from about 2000 MPa to about 5000 MPa. 
     
     
         8 . The dental composition according to  claim 7 , wherein the compressive modulus is from about 2250 MPa to about 4500 MPa. 
     
     
         9 . The dental composition according to  claim 8 , wherein the compressive modulus is from about 2500 MPa to about 4000 MPa. 
     
     
         10 . The dental composition according to  claim 1 , wherein the filler is selected from the group consisting of as colloidal silica, alumina, zinc oxide, zirconia, magnesia, titania. 
     
     
         11 . The dental composition according to  claim 1 , wherein the filler is present in the dental composition in an amount of from about 5 weight percent to about 95 weight percent. 
     
     
         12 . The dental composition according to  claim 1 , wherein the dental resin is present in an amount from about 5 weight percent to about 95 weight percent and the filler is present in an amount from about 5 weight percent to about 95 weight percent. 
     
     
         13 . The dental composition according to  claim 1 , wherein the dental composition is a dental cement, a dental sealer or a dental restorative. 
     
     
         14 . The method of producing a dental composition, comprising:
 reacting a diol of 2,2,4,4-tetramethyl-1,3-cyclobutandiol (TMCD) with isocyante or a carboxylic monomer or with diisocyanate and monohydroxyl(meth)acrylate to create a TMCD-based resin,   mixing the TMCD-based resin with a filler to form the dental composition.   
     
     
         15 . The method according to  claim 14 , the dental composition is a dental cement, a dental sealer or a dental restorative. 
     
     
         16 . The method according to  claim 14 , wherein the 2,2,4,4-tetramethyl-1,3-cyclobutandiol resin is present in an amount from about 5 weight percent to about 95 weight percent and the filler is present in an amount from about 5 weight percent to about 95 weight percent. 
     
     
         17 . The method according to  claim 14 , wherein the filler is selected from the group consisting of as La 2 O 3 , ZrO 2 , BiPO 4 , CaWO 4 , BaWO 4 , SrF 2  and Bi 2 O 3 . 
     
     
         18 . The method according to  claim 14 , wherein the dental composition exhibits a compressive yield strength of from about 100 MPa to about 300 MPa. 
     
     
         19 . The method according to  claim 14 , wherein the dental composition exhibits a compressive modulus of from about 2000 MPa to about 5000 MPa.