Polymer with antibacterial activity

Patent metadata

Field	Value
Publication number	US-9758607-B2
Application number	US-201414510686-A
Country	US
Kind code	B2
Filing date	Oct 9, 2014
Priority date	Oct 10, 2013
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

A polymer with antibacterial activity is provided. The polymer has multiple groups of cationic amines, each group spaced from the polymer backbone by alkylene spacers of different lengths. The resulting polymer maintains significant antibacterial activity while having reduced hemolytic activity relative to a homopolymer that uses hexylene spacers.

First claim

What is claimed is:

1. A polymer with antibacterial activity, the polymer consisting of
a polymer backbone;
a plurality of first cationic amines, each spaced from the polymer backbone by respective first alkylene spacers;
a plurality of second cationic amines, each spaced from the polymer backbone by respective second alkylene spacers, wherein the second alkylene spacer is longer than the first alkylene spacer by at least four carbons, wherein the polymer has a number average molecular weight between about 3kDa and about 7 kDa.

2. The polymer as recited in claim 1 , wherein the second alkylene spacer is a n-hexylene spacer and the first alkylene spacer is an ethylene spacer.

3. The polymer as recited in claim 1 , wherein the first alkylene spacer is joined to the polymer backbone by a first ester moiety.

4. The polymer as recited in claim 3 , wherein the second alkylene spacer is joined to the polymer backbone by a second ester moiety.

5. The polymer as recited in claim 1 , wherein the first cationic amines and the second cationic amines are present in a mole ratio of at least 10:90.

6. The polymer as recited in claim 5 , wherein the first cationic amines and the second cationic amines are present in a mole ratio of at least 20:80.

7. The polymer as recited in claim 6 , wherein the first cationic amines and the second cationic amines are present in a mole ratio of at least 50:50.

8. A polyacrylate with antibacterial activity, the polymer consisting of
a polymer backbone;
a plurality of first cationic amines, each spaced from the polymer backbone by respective first alkylene spacers;
a plurality of second cationic amines, each spaced from the polymer backbone by respective second alkylene spacers, wherein the second alkylene spacer is at least four carbons longer than the first alkylene spacer;
wherein the first alkylene spacer is joined to the polymer backbone by a first ester moiety and the second alkylene spacer is joined to the polymer backbone by a second ester moiety, wherein the polymer has a number average molecular weight between about 3kDa and about 7 kDa.

9. The polyacrylate as recited in claim 8 , wherein the first cationic amines and the second cationic amines are present in a mole ratio of at least 10:90.

10. The polyacrylate as recited in claim 8 , wherein the first cationic amines and the second cationic amines are present in a mole ratio of at least 10:90.

11. The polyacrylate as recited in claim 8 , wherein the polymer has a molecular weight between about 4 kDa and about 6 kDa.

12. A polyacrylate with antibacterial activity, the polymer consisting of a structure of:

wherein q is non-zero and is less than one;
n and m are non-zero integers and n is at least four greater than m;
R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently selected from the group consisting of hydrogen and an alkyl; and
X 31 is a counter ion, wherein the polymer has a number average molecular weight between about 3 kDa and about 7 kDa.

13. The polyacrylate as recited in claim 12 , wherein q is at least 0.1.

14. The polyacrylate as recited in claim 13 , wherein m is at least two.

15. The polyacrylate as recited in claim 14 , wherein m is two and n six.

Assignees

• Univ City New York Res Found

Inventors

• Yang Nan Loh
• Punia Ashish

Classifications

• C08F220/36 Primary

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• C08F220/34

  Esters containing nitrogen {, e.g. N,N-dimethylaminoethyl (meth)acrylate} · CPC title

• C08F220/343 Primary

  in the form of urethane links · CPC title