Ionic liquid films with multiple functionalities for surface modification of biomedical alloys

Patent metadata

Field	Value
Publication number	US-10370327-B2
Application number	US-201515323218-A
Country	US
Kind code	B2
Filing date	Jul 2, 2015
Priority date	Jul 2, 2014
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

The present disclosure relates ionic liquids which are used as lubricants for medical devices. In some aspects, the ionic liquids of the present disclosure can exhibit antimicrobial or host cell integrative activity or a combination of functionalities. In some aspects, the present disclosure also provides devices coated with the ionic liquid.

First claim

What is claimed is:

1. A method of using an ionic liquid comprising a cation of the formula:

wherein:
n is 2-16;

an anion selected from:
a β-lactam compound, an amino acid (C≤18) ; phosphate, alkylphosphate (C≤12) , substituted alkylphosphate (C≤12) , dialkylphosphate (C≤12) , substituted dialkylphosphate (C≤12) , a sugar, ascorbic acid, B(Y 1 )(Y 2 )(Y 3 )(Y 4 ) − wherein
Y 1 , Y 2 , Y 3 , and Y 4 are each independently selected from halogen; hydroxyl; amino; alkyl (C≤6) ; alkenyl (C≤6) ; alkynyl (C≤6) ; aryl (C≤12) ; aralkyl (C≤12) ; acyl (C≤6) ; alkoxy (C≤6) ; aryloxy (C≤12) ; acyloxy (C≤6) ; or a substituted version of any of the last nine groups,

halide, and N(A 1 )(A 2 ) − wherein:
A 1 and A 2 are each independently selected from alkyl (C≤12) , substituted alkyl (C≤12) , cycloalkyl (C≤12) , substituted cycloalkyl (C≤12) , alkylsulfonyl (C≤12) , substituted alkylsulfonyl (C≤12) , cycloalkylsulfonyl (C≤12) , or substituted cycloalkylsulfonyl (C≤12) ;

wherein the method comprises depositing the ionic liquid on any surface of an implantable device.

2. The method of claim 1 , wherein the cation is further defined by the formula:

3. The method of claim 1 , wherein the anion is an amino acid (C≤12) .

4. The method of claim 1 , wherein the anion is phosphate.

5. The method of claim 1 , wherein the anion is B(Y 1 )(Y 2 )(Y 3 )(Y 4 ) − , wherein Y 1 , Y 2 , Y 3 , and Y 4 are each independently selected from halogen, hydroxyl, amino, alkyl (C≤6) , alkenyl (C≤6) , alkynyl (C≤6) , aryl (C≤12) , aralkyl (C≤12) , acyl (C≤6) , alkoxy (C≤6) , aryloxy (C≤12) , acyloxy (C≤6) , or a substituted version of any of these groups.

6. The method of claim 5 , wherein Y 1 , Y 2 , Y 3 , and/or Y 4 is halogen.

7. The method of claim 1 , wherein the anion is ascorbic acid.

8. The method of claim 1 , wherein the anion is N(A 1 )(A 2 ) − .

9. The method of claim 1 , wherein the anion is a β-lactam compound.

10. The method of claim 9 , wherein the β-lactam compound is a β-lactam antibiotic.

11. The method of claim 1 , further comprising:
(a) a cation of the formula:

wherein:
R 1 and R 2 are alkyl (C≤8) or substituted alkyl (C≤12) ; and
n is 2-16; and

(b) an anion selected from an amino acid (C≤18) ; sugar, and ascorbic acid.

12. The method of claim 1 , wherein the device is a medical device.

Assignees

• Univ Texas
• Univ Federal Santa Maria

Inventors

• Rodrigues Danieli C
• Gindri Izabelle De Mello
• Frizzo Clarissa P
• Martins Marcos A P

Classifications

• A61L2430/34

  for soft tissue reconstruction · CPC title

• A61L2300/21

  Acids · CPC title

• A61L2430/02

  for reconstruction of bones; weight-bearing implants · CPC title

• A61L27/06

  Titanium or titanium alloys · CPC title

• A61L27/227

  Other specific proteins or polypeptides not covered by A61L27/222, A61L27/225 or A61L27/24 · CPC title