초록 ▼

Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with di

Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with diluent comonomers, were photocured as composites with particulate fillers. Fluorine contents of the prepolymers ranged from 15 to 65%. Composites with high transverse strength (up to 120 MPa), low water sorption (as low as 0.11 mass %) and extremely low polymerization shrinkage (as low as 3.4% by volume) were obtained. The fluorinated resins may be employed to produce hydrophobic dental composite materials with high strength and low polymerization shrinkage.

대표청구항 ▼

[ We claim:] [1.] A multifunctional moiety with pendant methacrylate groups selected from the group consisting of moieties of Formulas II, IIIa, IIIb, IIIc, IIId and IV: [ STR 42 ]wherein J is a member of the group consisting of H and F, and m is an integer from 1 to 12, [ STR 43 ]in Formulas II and

[ We claim:] [1.] A multifunctional moiety with pendant methacrylate groups selected from the group consisting of moieties of Formulas II, IIIa, IIIb, IIIc, IIId and IV: [ STR 42 ]wherein J is a member of the group consisting of H and F, and m is an integer from 1 to 12, [ STR 43 ]in Formulas II and IV, n ranges from 2 to sufficient to provide prepolymers having a weight average molecular weight of about 5000-30,000 and the end groups (not shown) are selected from the group consisting of acrylate, methacrylate, isocyanato (methacrylics, fumarates and maleates;in Formulas II, IIIa, IIIb, IIIc, IIId and IV, X is selected from the group consisting of moieties V and VI: [ STR 44 ]R and R' are selected from the group consisting of moieties VII, VIII, IX, and X: [ STR 45 ] rein Z is selected from the group consisting of H and Br, EQU --CH.sub.2 --(CF.sub.2).sub.x --CH.sub.2 -- IX, rein x is an integer from 1 to 12, and [ STR 46 ]group Y of moiety VII is selected from the group consisting of --H and --(CF.sub.2).sub.x F, wherein x is an integer from 1 to 12,R" is selected from the group consisting of moieties XV, XVI, and XVII: EQU --CH.sub.2 --(CF.sub.2).sub.x --E XV, rein x is an integer from 1 to 16 and E is H or F, [ STR 47 ] rein A is H or --CH.sub.3,R'" is selected from the group consisting of moieties XVIII, XIX, XX, XXa, XXI, XXII, XXIIa, and XXIIb: [ STR 48 ] rein x is an integer from 1 to 12, [ STR 49 ]the polymerizable fluorinated acrylate and methacrylate prepolymers, moieties II, III, and IV contain 15 to 65% by mass fluorine; moieties II and IV may have weight average molecular weights from about 5000 up to about 30,000,R"" is selected from the group consisting of: EQU .paren open-st.CH.sub.2.paren close-st..sub.m H IIIe, rein m is an integer from 1 to 18, [ STR 50 ]