US 7,553,881 B2
Dental materials based on radically polymerizable macromers with antimicrobial effect
Ulrich Salz, Lindau (Germany); Jörg Zimmermann, Lustenau (Austria); Dirk Poppe, Feldkirch (Austria); Volker Rheinberger, Vaduz (Liechtenstein); Jörg Tiller, Freiburg (Germany); and Christian Waschinski, Freiburg (Germany)
Assigned to Ivoclar Vivadent AG, Schaan (Liechtenstein)
Filed on Aug. 11, 2006, as Appl. No. 11/502,420.
Claims priority of application No. 06113260 (EP), filed on Apr. 28, 2006.
Prior Publication US 2007/0254979 A1, Nov. 01, 2007
Int. Cl. A61K 6/083 (2006.01); C08F 26/06 (2006.01)
U.S. Cl. 523—116  [523/118; 523/122; 526/256; 526/265; 433/228.1] 25 Claims
 
1. A dental material comprising at least one compound of Formula (I),
[PG]m—R1—Z—SP—Y—R2—[WG]p  (I)
in which
m=1, 2 or 3;
p=1, 2 or 3;
R1=is absent, a linear or branched C1 to C20 alkylene radical which can be interrupted one or more times by O, S, NH, SiR′2, CONH, CONR′, COO and/or OCONH, aromatic C6 to C14 radical or a combination thereof;
R2=is absent, a linear or branched C1 to C20 alkylene radical which can be interrupted one or more times by O, S, NH, SiR′2, CONH, CONR′, COO and/or OCONH, aromatic C6 to C14 radical or a combination thereof;
PG=a radically polymerizable group;
SP=a polymeric spacer which is selected from polyglycerol, polyalkyloxazoline, polyethyleneimine, polyacrylic acid, polymethacrylic acid, polyvinyl alcohol, polyvinyl acetate, poly-(2-hydroxyethyl)acrylate, poly-(2-hydroxyethyl)methacrylate groups, hydrophilic polypeptide groups and copolymers of the corresponding monomers;
WG=an antimicrobially active group;
Z=is absent, O, S, an ester, amide or urethane group;
Y=is absent, O, S, an ester, amide or urethane group;
R′=independently in each case a linear or branched C1 to C20 alkylene radical, phenyl or benzyl radical;
and which has a molecular weight (Mn) of at least 1,000.