US 7,541,392 B2
Materials leading to improved dental composites and dental composites made therefrom
Donald Da-Jen Huang, Newark, Del. (US); Gary Delmar Jaycox, West Chester, Pa. (US); Carl Brent Douglas, Boothwyn, Pa. (US); Lech Wilczek, Wilmington, Del. (US); Gordon Mark Cohen, Wynnewood, Pa. (US); and Charles J. Brandenburg, West Chester, Pa. (US)
Assigned to E.I. du Pont de Nemours and Company, Wilmington, Del. (US)
Filed on Sep. 13, 2005, as Appl. No. 11/225,228.
Claims priority of provisional application 60/609588, filed on Sep. 14, 2004.
Prior Publication US 2006/0058414 A1, Mar. 16, 2006
Int. Cl. A61K 6/08 (2006.01); A61K 6/083 (2006.01); A61K 6/00 (2006.01)
U.S. Cl. 523—116  [523/115; 523/118] 4 Claims
 
1. An uncured dental composite material comprising:
(A) a polymerizable (meth)acrylic ester component comprising:
(1) a compound of Formula I:

OG Complex Work Unit Drawing
wherein:
each R1 is independently hydrogen or methyl;
each R2 is an alkylene having 2 to 14 carbon atoms, or an alkenylene having 2 to 8 carbon atoms, or a divalent alicyclic hydrocarbon having 5 to 14 carbon atoms, or a phenylene which is optionally substituted with halogen or an alkyl group having 1 to 5 carbon atoms;
each R3 is independently selected from hydrogen, acetyl, methyl, ethyl, C3-6 linear or branched alkyl, or benzyl;
R7 is independently selected from hydrogen, methyl, ethyl, C3-6 linear or branched alkyl, phenyl, or benzyl; and
each A is a repeat unit of the formula:

OG Complex Work Unit Drawing
 wherein:
each R4 is independently an alkylene having 2 or 3 carbon atoms,
each R5 is independently an alkylene having 2 to 7 carbon atoms,
each R6 is independently an alkylene having 2 to 5 carbon atoms,
m is an integer of 1 to 10,
and n is an integer of 1 to 10; and
(2) at least one reaction product produced by a process comprising:
(a). preparing a hyperbranched polyester polyol by heating a mixture that includes
(i) dimethylol propionic acid;
(ii) caprolactone; and, optionally,
(iii) pentaerythritol;
(b). combining the product of step (a) with methacrylic anhydride, provided that the resulting degree of end capping is at least 25%, with radically polymerizable end groups constituting at least 25% of all end groups;
(B) at least one polymerization initiator compound; and
(C) at least one filler.