Polyoxazoline copolymers

1. A copolymer derived from a monomer mixture comprising monomers having the formulas:

wherein:

Q is O or N;

R 10 is H or CH 3 ;

R 11 is an organic group comprising a hydrolyzable silyl group;

R 12 is H or CH 3 ; and

P is:

wherein:

R 1 is selected from H, an alkyl group, an aryl group, and a combination thereof;

R 2 is selected from an alkyl group, an aryl group, a combination thereof, and a R f —Y—(CH 2 ) x — group;

R f is a perfluorinated alkyl group;

Y is selected from a bond, —S(O) 2 —N(CH 3 )—, —S(O) 2 —N(CH 2 CH 3 )—, —S(O) 2 —O—, —S(O) 2 —, —C(O)—, —C(O)—S—, —C(O)—(O)—O—, —C(O)—NH—, —C(O)—N(CH 3 )—, —C(O)—N(CH 2 CH 3 )—, —(CH 2 CH 2 O) y —,—O—, and —O—C(O)—CH═CH—C(O)—O—;

n is an integer of greater than 2;

x is an integer of at least 2; and

y is an integer of at least 1.

2. The copolymer of claim 1 wherein R 11 is —Z—Si(R 13 ) 3 wherein:

each R 13 is independently selected from an alkyl group, an aryl group, a combination thereof, and a hydrolyzable group;

at least one R 13 is a hydrolyzable group; and

Z is selected from an alkylene group, an arylene group, and a combination thereof, optionally including —O—, —C(O)—, —NH—, —S—, or a combination thereof, within the chain.

3. The copolymer of claim 2 wherein the hydrolyzable group is selected from a halo, a (C1-C4)alkoxy group, and a (C1-C4)acyloxy group.

4. The copolymer of claim 2 wherein Z is selected from a (C1-C20)alkylene group, a (C6-C12)arylene group, and a combination thereof, optionally including—O—, —C(O)—, —NH—, —S—, or a combination thereof, within the chain.

5. The copolymer of claim 1 wherein R 1 is selected from H, methyl, and ethyl.

6. The copolymer of claim 1 wherein R 2 is a R f —Y—(CH 2 ) x — group.

7. The copolymer of claim 6 wherein Y is selected from a bond, —S(O) 2 —N(CH 3 )—, —C(O)—NH—, and —(CH 2 CH 2 O) y —.

8. The copolymer of claim 6 wherein R f is a perfluorinated (C1-C8)alkyl group.

9. The copolymer of claim 1 wherein n is an integer of greater than 10.

10. The copolymer of claim 1 wherein x is an integer no greater than 20.

11. The copolymer of claim 1 wherein y is an integer no greater than 20.

12. A brush copolymer derived from a monomer mixture comprising monomers having the formulas:

wherein:

Q is O or N;

R 10 is H or CH 3 ;

R 11 is —Z—Si(R 13 ) 3 ;

R 12 is H or CH 3 ;

each R 13 is independently selected from an alkyl group, an aryl group, a combination thereof, and a hydrolyzable group;

at least one R 13 is a hydrolyzable group;

Z is selected from an alkylene group, an arylene group, and a combination thereof, optionally including —O—, —C(O)—, —NH—, —S—, or a combination thereof, within the chain; and

P is:

wherein:

R 1 is selected from H, an alkyl group, an aryl group, and combinations thereof;

R 2 is R f —Y—(CH 2 ) x — group;

R f is a perfluorinated (C1-C8)alkyl group;

Y is a bond, —S(O) 2 —N(CH 3 )—, —C(O)—O—, —C(O)—NH—, or —(CH 2 CH 2 O) y —;

n is an integer from 20 to 100;

x is an integer from 2 to 20; and

y is an integer from 1 to 20.

13. A composition comprising a copolymer of claim 1 and a solvent.

14. A method of coating a substrate to improve biofilm resistance of the substrate, the method comprising coating at least one surface of the substrate with the composition of claim 13 .

15. An article comprising a substrate, wherein the substrate comprises at least one surface having a layer comprising a copolymer of claim 1 disposed thereon.

16. The copolymer of claim 1 , wherein the copolymer has a weight average molecular weight of at least 2,000 g/mol.

17. The copolymer of claim 1 , wherein n is an integer from 20 to 100.

18. The copolymer of claim 1 , wherein the copolymer is derived from at least 1 wt-% of monomer A.

19. The copolymer of claim 1 , wherein the copolymer is derived from no more than 50 wt-% of monomer A.

20. The copolymer of claim 1 , wherein monomer B is of the formula:

wherein:

R 1 is selected from H, an alkyl group, an aryl group, and combinations thereof;

R 2 is R f —Y—(CH 2 ) x —;

R 3 is a (meth)acryloyloxy group or a (meth)acryloylamino group;

R f is a perfluorinated alkyl group;

Y is selected from a bond, —S(O) 2 —N(CH 3 )—, —S(O) 2 —N(CH 2 CH 3 )—, —S(O) 2 —O—, —S(O) 2 —, —C(O)—, —C(O)—S—, —C(O)—O—, —C(O)—NH—, —C(O)—N(CH 3 )—, —C(O)—N(CH 2 CH 3 )—, —(CH 2 CH 2 O) y —, —O—, and —O—C(O)—CH═CH—C(O)—O—;

n is an integer of greater than 10;

x is an integer from 2 to 20; and

y is an integer from at least 1.