US 11,950,593 B2
Antimicrobial thiouronium copolymers and methods of making and using the same
Joseph Schlenoff, Tallahassee, FL (US); and Sandrine Lteif, Tallahassee, FL (US)
Assigned to FLORIDA STATE UNIVERSITY RESEARCH FOUNDATION, INCORPORATED, Tallahassee, FL (US)
Filed by FLORIDA STATE UNIVERSITY RESEARCH FOUNDATION, INCORPORATED, Tallahassee, FL (US)
Filed on Oct. 12, 2021, as Appl. No. 17/499,242.
Claims priority of provisional application 63/090,854, filed on Oct. 13, 2020.
Prior Publication US 2022/0110320 A1, Apr. 14, 2022
Int. Cl. A01N 33/12 (2006.01); A01P 1/00 (2006.01); A61L 2/18 (2006.01); A61L 101/48 (2006.01); C08F 220/60 (2006.01)
CPC A01N 33/12 (2013.01) [A01P 1/00 (2021.08); A61L 2/18 (2013.01); C08F 220/60 (2013.01); A61L 2101/48 (2020.08); C08F 2800/10 (2013.01)] 17 Claims
OG exemplary drawing
 
1. An antimicrobial copolymer comprising
(i) a polymer backbone and a plurality of thiouronium groups covalently bonded to the polymer backbone,
wherein the thiouronium group has the structure

OG Complex Work Unit Chemistry
wherein R1 is an aryl group, an alkylene group, or an aralkyl group that is covalently bonded to the polymer backbone, and R2 and R3 are independently hydrogen, an alkyl group, or an aryl group; and
(ii) a plurality of quaternary ammonium groups covalently bonded to the polymer backbone, wherein the quaternary ammonium group has the structure

OG Complex Work Unit Chemistry
wherein R5 is an aryl group or an alkylene group and is covalently bonded to the polymer backbone, and R6, R7, and R8 are independently an alkyl group or an aryl group;
wherein the copolymer comprises the polymerization product between a first olefinic monomer having a thiouronium group and a second olefinic monomer having a quaternary ammonium group; and
wherein each thiouronium group and quaternary ammonium group has a counteranion.