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US 9,868,808 B2Granted
Quaternary phosphonium coated surfaces and methods of making the same
AssigneeOrthobond, Inc.
InventorsRandy Clevenger, Se-Ho Kim
Life of this patent
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Abstract
Disclosed herein is a composition comprising a substrate with functionalized surface covalently bound to an anti-infective agent, such as a quaternary phosphonium compound with anti-bacterial activity against a broad range of bacteria, methods of synthesizing an anti-infective composition, and its resultant antimicrobial performance.
Claims16
A composition comprising:
- a substrate comprising a functionalized surface;
- and
- a quaternary phosphonium compound bonded to the functionalized surface, wherein the quaternary phosphonium compound is a radical of:
- wherein n2 is between 1 and 50.
1 more element
A composition comprising:
- a substrate comprising a functionalized surface;
- and
- a quaternary phosphonium compound bonded to the functionalized surface, wherein the composition has a structure:
- wherein n1 is between 1 and 100.
1 more element
A method for preparing a composition comprising:
- attaching a quaternary phosphonium compound to a functionalized surface of a substrate, wherein the quaternary phosphonium compound has a radical of formula I:
- wherein X1, X2, X3, and X4 are independently non-existent or independently selected from O, S, NR5, ═N—, PR6, and ═P—;
- and
- wherein R1, R2, R3, R4, R6, and R6 are independently selected from the group consisting of hydrogen, alkyls, substituted alkyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl, substituted cycloalkenyl, alkenyl, substituted cycloalkenyl, alkynyl, substituted alkynyl, haloalkyl, hydroxyalkyl, alkoxy, alkoxyalkyl, heteroalkyl, haloalkoxy, aryl, substituted aryl, aryloxy, aralkyloxy, heteroaryl, substituted heteroaryl, heterocycle, substituted heterocycle, amino, alkylamino, dialkylamino, hydroxyalkylamino, (amino)alkyl, (alkylamino)alkyl, (dialkylamino)alkyl, (cyano)alkyl), carboxamido, (carboxamido)alkyl, methacrylate, methacrylamide, sulfonamide, alkylcarbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, mercaptoalkyl, carboxy, carboxyalkyl, ureido, guanidine, (heterocyclo)alkyl, and (heteroaryl)alkyl, and are linked to the phosphorus through any one of oxygen, nitrogen, sulfur, carbon, and phosphorus;
- wherein attaching the quaternary phosphonium compound comprises polymerizing a linker, having a proximal end and a distal end, to form a covalent bond between the quaternary phosphonium compound and the distal end of the linker;
- and subsequently covalently bonding the proximal end of the linker to the functionalized surface.
3 more elements
A method for preparing a composition comprising:
- attaching a quaternary phosphonium compound to a functionalized surface of a substrate, wherein the quaternary phosphonium compound is a radical of the following:
- wherein n2 is between 1 and 50.
A method for preparing a composition comprising:
- attaching a quaternary phosphonium compound to a functionalized surface of a substrate, wherein the composition has a structure:
- wherein n1 is between 1 and 100.
A method for preparing a composition comprising:
- attaching a quaternary phosphonium compound to a functionalized surface of a substrate, wherein the quaternary phosphonium compound is a radical of the following:
- wherein n3 is between 1 and 50.
Dependencies are inferred from the claim text.