Antimicrobial polymers and methods of manufacture thereof
AssigneesInternational Business Machines Corporation, Agency for Science, Technology and Research
InventorsJames Hedrick, Kazuki Fukushima, Yi Yan Yang
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Abstract
Biodegradable cationic block copolymers are disclosed, comprising a hydrophilic block comprising first repeat units derived from a first cyclic carbonyl monomer by ring-opening polymerization, wherein more than 0% of the first repeat units comprise a side chain moiety comprising a quaternary amine group; a hydrophobic block comprising second repeat units derived from a second cyclic carbonyl monomer by ring-opening polymerization; an optional endcap group; and a chain fragment derived from an initiator for the ring opening polymerization. The cationic block copolymers form aqueous micelle mixtures suitable for antimicrobial applications.
Claims37
An aqueous micelle mixture, comprising:
- about 5 to 500 micrograms/mL of a biodegradable cationic block copolymer, wherein the cationic block copolymer comprises i) a hydrophilic block comprising first repeat units derived from a first cyclic carbonyl monomer by organocatalyzed ring-opening polymerization, wherein the first cyclic carbonyl monomer is a cyclic carbonate and more than 0% of the first repeat units comprise a side chain moiety comprising a positively charged quaternary amine group, ii) a hydrophobic block comprising second repeat units derived from a second cyclic carbonyl monomer by organocatalyzed ring-opening polymerization, the second cyclic carbonyl monomer selected from the group consisting of cyclic carbonate monomers, cyclic ester monomers, and combinations thereof, iii) a chain fragment derived from an initiator for the ring opening polymerization, and iv) an optional endcap group;
- wherein the aqueous micelle mixture induces lysis of a microbial cell membrane, and the cationic block copolymer biodegrades 60% within 180 days in accordance with ASTM D6400.
A method of forming an aqueous micelle mixture, comprising:
- mixing with agitation, at a pH of from 5.0 to 8.0 and at a concentration of 5 to 500 micrograms/mL or more, a biodegradable cationic block copolymer in an aqueous solution, thereby forming an aqueous micelle mixture;
- wherein
- the aqueous micelles have an average particle size of 10 to 500 nm,
- the cationic block copolymer comprises i) a hydrophilic block comprising first repeat units derived from a first cyclic carbonyl monomer by organocatalyzed ring-opening polymerization, wherein the first cyclic carbonyl monomer is a cyclic carbonate and more than 0% of the first repeat units comprise a side chain moiety comprising a positive charged quaternary amine group, ii) a hydrophobic block comprising second repeat units derived from a second cyclic carbonyl monomer by organocatalyzed ring-opening polymerization, the second cyclic carbonyl monomer selected from the group consisting of cyclic carbonate monomers, cyclic ester monomers, and combinations thereof, iii) a chain fragment derived from an initiator for the ring opening polymerization, and iv) an optional endcap group, and
- the aqueous micelle mixture induces lysis of a microbial cell membrane, and the cationic block copolymer biodegrades 60% within 180 days in accordance with ASTM D6400.
A method of treating a microbe, comprising:
- contacting the microbe with an aqueous micelle mixture comprising a biodegradable cationic block copolymer at a pH of from 5.0 to 8.0 and at a concentration effective in the block copolymer inducing lysis of the microbial cell membrane;
- wherein
- the block copolymer comprises i) a hydrophilic block comprising first repeat units derived from a first cyclic carbonyl monomer by organocatalyzed ring-opening polymerization, wherein the first cyclic carbonyl monomer is a cyclic carbonate and more than 0% of the first repeat units comprise a side chain moiety comprising a positive charged quaternary amine group, ii) a hydrophobic block comprising second repeat units derived from a second cyclic carbonyl monomer by organocatalyzed ring-opening polymerization, the second cyclic carbonyl monomer selected from the group consisting of cyclic carbonate monomers, cyclic ester monomers, and combinations thereof, iii) a chain fragment derived from an initiator for the ring opening polymerization, and iv) an optional endcap group, and
- the cationic block copolymer biodegrades 60% within 180 days in accordance with ASTM D6400.
Dependencies are inferred from the claim text.