Ultra-low shrinkage composite resins based on blended nematic liquid crystal monomers
AssigneeThe University of Texas System
InventorsBarry K. Norling, Neera Satsangi
Life of this patent
Estimating the term…
Abstract
Resin blends comprising liquid crystal monomers and secondary monomers useful to blend with liquid crystal monomers to maintain a nematic state under processing conditions while maintaining low cute shrinkage, particularly suitable for use in dental resin composites.
Claims91
A resin blend comprising inorganic filler and primary liquid crystal monomer at a ratio to secondary monomer, said ratio and said secondary monomer being adapted to maintain said resin blend in a nematic liquid crystalline state for about 4 hours or more after addition of said inorganic filler at a temperature of 20° C., wherein said blend exhibits about 2 vol. % or less polymerization shrinkage, wherein said liquid crystal monomer has the following general structure:
- wherein:
- R2 is selected from the group consisting of t-butyl groups, phenyl groups, isopropyl groups, and secondary butyl groups;
- A is selected from the group consisting of branched and linear alkyl groups having from about 2 to about 10 carbon atoms, wherein said branched alkyl groups comprise branches having from about 1 to about 4 carbon atoms;
- and
- R and R4 are acryloyl groups and methacryloyl groups;
- wherein said secondary monomer has the following general structure:
- wherein
- n and m independently are selected from the group consisting of from about 2 to about 12;
- and
- R is selected from the group consisting of H and CH3.
A resin blend comprising inorganic filler and primary liquid crystal monomer at a ratio to secondary monomer, said ratio and said secondary monomer being adapted to maintain said resin blend in a nematic liquid crystalline state for about 4 hours or more after addition of said inorganic filler at a temperature of 20° C., wherein said blend exhibits about 2 vol. % or less polymerization shrinkage, wherein said liquid crystal monomer has the following general structure:
- wherein:
- R2 is selected from the group consisting of t-butyl groups, phenyl groups, isopropyl groups, and secondary butyl groups;
- A is selected from the group consisting of branched and linear alkyl groups having from about 2 to about 10 carbon atoms, wherein said branched alkyl groups comprise branches having from about 1 to about 4 carbon atoms;
- and
- R and R4 are acryloyl groups and methacryloyl groups;
- wherein said secondary monomer has the following general structure:
A resin blend comprising:
- quantity of primary liquid crystal monomer having the following general structure:
- wherein A is selected from the group consisting of branched and linear alkyl groups having from about 2 to about 12 carbon atoms, wherein said branched alkyl groups comprise branches having from about 1 to about 4 carbon atoms;
- and
- a quantity of secondary monomer having the following structure:
- wherein:
- X, Y, and Z independently are selected from the group consisting of linear and branched alkyl groups having from about 2 to about 12 carbon atoms;
- R1, R3, R6, and R8 are selected from the group consisting of hydrogen atoms and methyl groups;
- R2 and R7 independently are selected from the group consisting of t-butyl groups, phenyl groups, isopropyl groups, and secondary butyl groups;
- and,
- R, R4, R5 and R9 are polymerizable groups selected from the group consisting of nucleophiles and electron deficient alkenes.
A resin blend comprising:
- an amount of primary liquid crystal monomer having the following structure:
- wherein A is selected from the group consisting of branched and linear alkyl groups having from about 2 to about 12 carbon atoms, wherein said branched alkyl groups comprise branches having from about 1 to about 4 carbon atoms;
- and
- a quantity of secondary monomer having the following structure:
- wherein:
- X, Y, and Z independently are selected from the group consisting of linear and branched alkyl groups having from about 2 to about 12 carbon atoms;
- R1, R3, R6, and R8 are selected from the group consisting of hydrogen atoms and methyl groups;
- R2 and R7 independently are selected from the group consisting of t-butyl groups, phenyl groups, isopropyl groups, and secondary butyl groups;
- and,
- R, R4, R5 and R9 are polymerizable groups selected from the group consisting of nucleophiles and electron deficient alkenes.
A resin blend comprising:
- an amount of primary liquid crystal monomer having the following general structure:
- wherein A is selected from the group consisting of branched and linear alkyl groups having from about 2 to about 12 carbon atoms, wherein said branched alkyl groups comprise branches having from about 1 to about 4 carbon atoms;
- and
- a quantity of secondary monomer having the following structure:
- wherein:
- X, Y, and Z independently are selected from the group consisting of linear and branched alkyl groups having from about 2 to about 12 carbon atoms;
- R1, R3, R6, and R8 are selected from the group consisting of hydrogen atoms and methyl groups;
- R2 and R7 independently are selected from the group consisting of t-butyl groups, phenyl groups, isopropyl groups, and secondary butyl groups;
- and,
- R, R4, R5 and R9 are polymerizable groups selected from the group consisting of nucleophiles and electron deficient alkenes.
A resin blend comprising:
- an amount of primary liquid crystal monomer having the following general structure:
- wherein A is selected from the group consisting of branched and linear alkyl groups having from about 2 to about 12 carbon atoms, wherein said branched alkyl groups comprise branches having from about 1 to about 4 carbon atoms;
- and
- a quantity of secondary monomer having the following structure:
- wherein:
- X, Y, and Z independently are selected from the group consisting of linear and branched alkyl groups having from about 2 to about 12 carbon atoms;
- R1, R3, R6, and R8 are selected from the group consisting of hydrogen atoms and methyl groups;
- R2 and R7 independently are selected from the group consisting of t-butyl groups, phenyl groups, isopropyl groups, and secondary butyl groups;
- and,
- R, R4, R5 and R9 are polymerizable groups selected from the group consisting of nucleophiles and electron deficient alkenes.
Dependencies are inferred from the claim text.