US2006035997A1PendingUtilityA1

Curable acrylate polymer compositions featuring improved flexural characteristics

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Individually held — no corporate assignee on recordPriority: Aug 10, 2004Filed: Aug 10, 2004Published: Feb 16, 2006
Est. expiryAug 10, 2024(expired)· nominal 20-yr term from priority
Inventors:Jan A. OrlowskiDavid V. ButlerAlice Chin
A61K 6/30A61K 6/893A61K 6/20A61K 6/887A61L 24/046A61C 19/003C08L 35/02C08L 33/10C08L 23/26C08L 23/02C08L 9/00C08F 22/14C08F 20/12C08F 20/10A61K 6/00
55
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Claims

Abstract

The invention describes acrylic and methacrylic acid ester-based polymeric materials containing as flexibilizing and brittleness reducing agents 1-60% of C 4 -C 8 polyalkylene or polyalkyldiene compounds, preferably having a molecular weight of 300-2100, and the use of such materials in dentistry and medicine.

Claims

exact text as granted — not AI-modified
1 . A curable composition comprising: 
 10-90% by weight of one or more acrylic monomers; and    1-60% by weight of an olefinic component comprising oligomers or polymers of one or more straight chain or branched C 4 -C 6  monomers having one or two double bonds per monomer molecule.    
   
   
       2 . The composition of  claim 1  wherein the one or more acrylic monomers are esters of acrylic or methacrylic acid having one to three acrylate or methacrylate groups per molecule.  
   
   
       3 . The composition of  claim 1 , wherein the one or more acrylic monomers comprises (C 1 -C 4 ) alkylene glycol dimethacrylate.  
   
   
       4 . The composition of  claim 1 , wherein the one or more acrylic monomers comprises diurethane dimethacrylate.  
   
   
       5 . The composition of  claim 1 , wherein the one or more acrylic monomers comprises ethoxylated bis-phenol-A dimethacrylate.  
   
   
       6 . The composition of  claim 1 , wherein the one or more acrylic monomers comprises 2,2-bis [4-(2-hydroxy- -3-methacryloylpropoxy)phenyl]propane.  
   
   
       7 . The composition of  claim 1 , wherein the one or more acrylic monomers comprises a hydroxy (C 2 -C 4 ) alkyl methacrylate.  
   
   
       8 . The composition of  claim 7 , wherein the hydroxy (C 2 -C 4 ) alkyl methacrylate, comprises hydroxyethyl, hydroxypropyl and/or hydroxybutyl methacrylate.  
   
   
       9 . The composition of  claim 1 , wherein the one or more acrylic monomers comprises tetrahydrofurfuryl methacrylate.  
   
   
       10 . The composition of claims  1 , wherein the one or more acrylic monomers comprises (C 1 -C 5 ) alkyl monomethacrylates.  
   
   
       11 . The composition of  claim 1 , wherein the olefinic component comprises polybutene.  
   
   
       12 . The composition of  claim 1  wherein the olefinic component comprises polybutadiene.  
   
   
       13 . The composition of  claim 1  wherein the olefinic component comprises isoprene.  
   
   
       14 . The composition of  claim 1 , wherein the olefinic component has an average molecular weight of 300-2500 and viscosity of 25-4500 cp at 23° C.  
   
   
       15 . The composition of  claim 1  further comprising one or more additives selected from the group consisting of polymerization initiators, polymerization activators, stabilizers, UV light absorbers, colorants, fillers, therapeutic agents, flavoring agents and viscosity/rheological modifiers.  
   
   
       16 . The composition of  claim 1  further comprising 1-60% by weight of one or more inorganic fillers.  
   
   
       17 . The composition of  claim 16  wherein the inorganic filler comprises glass, quartz silica, aluminum oxide, zirconium oxide, barium sulfate or mixtures thereof.  
   
   
       18 . The composition of  claim 1  wherein the composition is curable by heat.  
   
   
       19 . The composition of  claim 1 , wherein the composition comprises a first part comprising a peroxide polymerization activator and a second part comprising a tertiary aromatic amine polymerization activator.  
   
   
       20 . The composition of  claim 19  wherein the polymerization activator comprises benzoyl peroxide or its halogen substituted derivatives.  
   
   
       21 . The composition of  claim 19 , wherein the tertiary aromatic amine comprises N,N bis-(2-hydroxyethyl) p-toluidine or N,N diethyl-p-toluidine.  
   
   
       22 . The composition of  claim 19 , further comprising camphoroquinone and tertiary aliphatic amine as light-induced polymerization-activating additives.  
   
   
       23 . The composition of  claim 22 , wherein the amine is selected from the group consisting of trialkylamines, methacroylalkyl-dialkylamines, and combinations thereof.  
   
   
       24 . The composition of  claim 1 , further comprising coloring agents such as pigments and dyes.  
   
   
       25 . The composition of  claim 1  wherein the composition is curable by light.  
   
   
       26 . A medical or dental device, comprising the composition of  claim 1 .  
   
   
       27 . The medical or dental device of  claim 26 , wherein said device is a dental restorative material, prosthesis, cement, cavity liner, varnish or sealer.  
   
   
       28 . A method of performing a dental procedure, comprising 
 obtaining a curable composition comprising:    10-90% by weight of one or more acrylic monomers; and    1-60% by weight of an olefinic component comprising oligomers or polymers of one or more straight chain or branched C 4 -C 6  monomers having one or two double bonds per monomer molecule;    applying the composition to at least one surface of a tooth or dental appliance; and    allowing the composition to cure.    
   
   
       29 . The method of  claim 28 , wherein the allowing the composition to cure comprises applying heat to the composition.  
   
   
       30 . The method of  claim 28 , wherein the allowing the composition to cure comprises applying UV or visible light to the composition.  
   
   
       31 . The method of  claim 28 , wherein the curable composition is in two parts.  
   
   
       32 . The method of  claim 31 , further comprising mixing the two parts prior to applying.  
   
   
       33 . The composition of  claim 28  wherein the one or more acrylic monomers are esters of acrylic or methacrylic acid having one to three acrylate or methacrylate groups per molecule.  
   
   
       34 . The composition of  claim 28 , wherein the one or more acrylic monomers are selected from the group consisting of (C 1 -C 4 ) alkylene glycol dimethacrylate, diurethane dimethacrylate, ethoxylated bis-phenol-A dimethacrylate, 2,2-bis [4-(2-hydroxy- -3-methacryloylpropoxy)phenyl]propane, hydroxyethyl methacrylate, hydroxypropyl methacrylate, hydroxybutyl methacrylate, and tetrahydrofurfuryl methacrylate.  
   
   
       35 . The composition of  claim 28 , wherein the olefinic component comprises polybutene, polybutadiene, and/or isoprene.

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