Ionic liquid films with multiple functionalities for surface modification of biomedical alloys
AssigneesBoard of Regents, The University of Texas System, Universidade Federal De Santa Maria
InventorsDanieli C. RODRIGUES, Izabelle de Mello GINDRI, Clarissa P. FRIZZO, Marcos A.P. MARTINS
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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.
Claims29
An ionic liquid comprising:
- (a) a cation of the formula:
- wherein:
- n is 2-16;
- or
- a cation of the formula:
- wherein:
- R1 is alkyl(C≦12), cycloalkyl(C≦12), alkenyl(C≦12), cycloalkenyl(C≦12), alkynyl(C≦12), aryl(C≦12), aralkyl(C≦12), heteroaryl(C≦12), heteroaralkyl(C≦12), or a substituted version of any one of these groups;
- and
- (b) 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), sugar, ascorbic acid, B(Y1)(Y2)(Y3)(Y4)−, wherein Y1, Y2, Y3, and Y4 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, halogen, and N(A1)(A2)− wherein:
- A1 and A2 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);
- provided that when the cation has formula I, then the anion is not tetravalent boron compound(C≦18), substituted tetravalent boron compound(C≦18), halogen, and N(A1)(A2)−, wherein A1 and A2 are each independently selected from alkyl(C≦12), substituted alkyl(C≦12), alkylsulfonyl(C≦12), or substituted alkylsulfonyl(C≦12).
3-5. (canceled)
10-11. (canceled)
14-16. (canceled)
20-23. (canceled)
26-34. (canceled)
37-41. (canceled)
An ionic liquid comprising:
- (a) a cation of the formula:
- wherein:
- R1 and R2 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.
43-52. (canceled)
A method of using an ionic liquid comprising a cation of the formula:
- wherein:
- n is 2-16;
- or
- a cation of the formula:
- wherein:
- R1 is alkyl(C≦12), cycloalkyl(C≦12), alkenyl(C≦12), cycloalkenyl(C≦12), alkynyl(C≦12), aryl(C≦12), aralkyl(C≦12), or a substituted version of any one of these groups;
- and
- 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(Y1)(Y2)(Y3)(Y4)−, wherein Y1, Y2, Y3, and Y4 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(A1)(A2)− wherein:
- A1 and A2 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 contacting the ionic liquid with one or more surfaces or a part of any surface of a device under conditions suitable to deposit the ionic liquid on the surface thereof.
54-73. (canceled)
A device wherein the device comprises contacting the device with an ionic liquid
- wherein:
- n is 2-16;
- or
- a cation of the formula:
- wherein:
- R1 is alkyl(C≦12), cycloalkyl(C≦12), alkenyl(C≦12), cycloalkenyl(C≦12), alkynyl(C≦12), aryl(C≦12), aralkyl(C≦12), or a substituted version of any one of these groups;
- and
- 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(Y1)(Y2)(Y3)(Y4)−, wherein Y1, Y2, Y3, and Y4 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(A1)(A2)− wherein:
- A1 and A2 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);
- under conditions suitable to deposit the ionic liquid on the device thereof.
75-82. (canceled)
Dependencies are inferred from the claim text.