Compounds containing quaternary carbons, medical devices, and methods
AssigneeMedtronic, Inc.
InventorsMichael Eric Benz, Edward DiDomenico, Christopher M. Hobot, Randall V. Sparer, Kenneth B. Wagener, John E. Schwendeman
Life of this patent
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Abstract
Compounds that include diorgano groups having quaternary carbons and optionally urethane groups, urea groups, or combinations thereof (i.e., polyurethanes, polyureas, or polyurethane-ureas), as well as materials and methods for making such compounds.
Claims61
A medical device comprising a polymer comprising a urethane group, a urea group, or combinations thereof, wherein the polymer comprises a soft segment that is prepared from an isocyanate-containing compound and a compound of the formula:
- Y—R5—(—R6-Z-R7—)q—R8—Y
- wherein:
- each Y is independently OH or NH2;
- q=1-2000;
- Z is —C(R9)2—;
- R5, R6, R7, and R8 are each independently a straight chain alkylene group having 1-20 carbon atoms;
- and
- each R9 is independently a straight chain alkyl group having 1-20 carbon atoms;
- and wherein the polymer is substantially free of ether, ester, and carbonate linkages.
A polymer comprising a urethane group, a urea group, or combinations thereof, a soft segment and a group of the formula:
- —(R1)n-(-Z-(R2)m—)p—
- wherein:
- n=0 or 1;
- m=0 or 1;
- p=1-2000;
- R1 and R2 are each independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, with the proviso that R2 includes at least two carbon atoms;
- and
- Z is —C(R3)2— wherein each R3 is independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, wherein the two R3 groups within —C(R3)2— can be optionally joined to form a ring;
- and wherein the polymer is substantially free of ether, ester, and carbonate linkages.
A polymer comprising a urethane group, a urea group, or combinations thereof, wherein the polymer comprises a soft segment that is prepared from a compound of the formula:
- Y—(R1)n-(Z-(R2)m—)p—Y
- wherein:
- each Y is independently OH or NR4H;
- n=0 or 1;
- m=0 or 1;
- p=1-2000;
- R1 and R2 are each independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms;
- Z is —C(R3)2— wherein each R3 is independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, wherein the two R3 groups within —C(R3)2— can be optionally joined to form a ring;
- and
- each R4 is independently H or a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof;
- with the proviso that at least one of the repeat units -Z-(R2)m— is not a —C(CH3)2CH2— group when both Y groups are OH;
- and wherein the polymer is substantially free of ether, ester, and carbonate linkages.
A polymer comprising a urethane group, a urea group, or combinations thereof, wherein the polymer comprises a soft segment and that is prepared from an isocyanate-containing compound and a compound of the formula:
- Y—R5—(—R6-Z-R7—)q—R8—Y
- wherein:
- each Y is independently OH or NH2;
- q=1-2000;
- Z is —C(R9)2—;
- R5, R6, R7, and R8 are each independently a straight chain alkylene group having 1-20 carbon atoms;
- and
- each R9 is independently a straight chain alkyl group having 1-20 carbon atoms;
- and wherein the polymer is substantially free of ether, ester, and carbonate linkages.
A method of making a polymer comprising a urethane group, a urea group, or combinations thereof, a soft segment comprising a group of the formula —(R1)n-(-Z-(R2)m—)p—, the method comprising combining an isocyanate-containing compound and a compound of the formula:
- Y—(R1)n-(-Z-(R2)m—)p—Y
- wherein:
- each Y is independently OH or NR4H;
- n=0 or 1;
- m=0 or 1;
- p=1-2000;
- R1 and R2 are each independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms;
- Z is —C(R3)2— wherein each R3 is independently a saturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, wherein the two R3 groups within —C(R3)2— can be optionally joined to form a ring;
- and
- each R4 is independently H or a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof;
- with the proviso that at least one of the repeat units -Z-(R2)m— is not a —C(CH3)2CH2— group when both Y groups are OH;
- and wherein the polymer is substantially free of ether, ester, and carbonate linkages.
A method of making a polymer comprising a urethane group, a urea group, or combinations thereof, a soft segment and a group of the formula —C(R9)2—, the method comprising combining an isocyanate-containing compound and a compound of the formula:
- Y—R5—(—R6-Z-R7—)q—R8—Y
- wherein:
- each Y is independently OH or NH2;
- q=1-2000;
- Z is —C(R9)2—;
- R5, R6, R7, and R8 are each independently a straight chain alkylene group having 1-20 carbon atoms;
- and
- each R9 is independently a straight chain alkyl group having 1-20 carbon atoms;
- and wherein the polymer is substantially free of ether, ester, and carbonate linkages.
A medical device comprising a polymer comprising a urethane group, a urea group, or combinations thereof, wherein the polymer is prepared from an isocyanate-containing compound and a compound of the formula:
- Y—R5—(—R6-Z-R7—)q—R8—Y
- wherein:
- each Y is independently OH or NH2;
- q=2-20;
- Z is —C(R9)2—;
- R5, R6, R7, and R8 are each independently a straight chain alkylene group having 1-20 carbon atoms;
- and
- each R9 is independently a straight chain alkyl group having 1-20 carbon atoms.
A polymer comprising a urethane group, a urea group, or combinations thereof, and a group of the formula:
- —(R1)n-(-Z-(R2)m—)p—
- wherein:
- n=0 or 1;
- m=0 or 1;
- p=2-20;
- R1 and R2 are each independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, with the proviso that R2 includes at least two carbon atoms;
- and
- Z is —C(R3)2— wherein each R3 is independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, wherein the two R3 groups within —C(R3)2— can be optionally joined to form a ring.
A polymer comprising a urethane group, a urea group, or combinations thereof, wherein the polymer is prepared from a compound of the formula:
- Y—(R1)n-(-Z-(R2)m—)p—Y
- wherein:
- each Y is independently OH or NR4H;
- n=0 or 1;
- m=0 or 1;
- p=2-20;
- R1 and R2 are each independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms;
- Z is —C(R3)2— wherein each R3 is independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, wherein the two R3 groups within —C(R3)2— can be optionally joined to form a ring;
- and
- each R4 is independently H or a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof;
- with the proviso that at least one of the repeat units -Z-(R2)m— is not a —C(CH3)2CH2— group when both Y groups are OH.
A polymer comprising a urethane group, a urea group, or combinations thereof, wherein the polymer is prepared from an isocyanate-containing compound and a compound of the formula:
- Y—R5—(—R6-Z-R7—)q—R8—Y
- wherein:
- each Y is independently OH or NH2;
- q=2-20;
- Z is —C(R9)2—;
- R5, R6, R7, and R8 are each independently a straight chain alkylene group having 1-20 carbon atoms;
- and
- each R9 is independently a straight chain alkyl group having 1-20 carbon atoms.
A method of making a polymer comprising a urethane group, a urea group, or combinations thereof, and a group of the formula —(R1)n-(-Z-(R2)m—)p—, the method comprising combining an isocyanate-containing compound and a compound of the formula:
- Y—(R1)n-(-Z-(R2)m—)p—Y
- wherein:
- each Y is independently OH or NR4H;
- n=0 or 1;
- m=0 or 1;
- p=2-20;
- R1 and R2 are each independently a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms;
- Z is —C(R3)2— wherein each R3 is independently a saturated aliphatic group, an aromatic group, or combinations thereof, optionally including heteroatoms, wherein the two R3 groups within —C(R3)2— can be optionally joined to form a ring;
- and
- each R4 is independently H or a saturated or unsaturated aliphatic group, an aromatic group, or combinations thereof;
- with the proviso that at least one of the repeat units -Z-(R2)m— is not a —C(CH3)2CH2— group when both Y groups are OH.
A method of making a polymer comprising a urethane group, a urea group, or combinations thereof, and a group of the formula —C(R9)2—, the method comprising combining an isocyanate-containing compound and a compound of the formula:
- Y—R5—(—R6-Z-R7—)q—R8—Y
- wherein:
- each Y is independently OH or NH2;
- q=2-20;
- Z is —C(R9)2—;
- R5, R6, R7, and R8 are each independently a straight chain alkylene group having 1-20 carbon atoms;
- and
- each R9 is independently a straight chain alkyl group having 1-20 carbon atoms.
Dependencies are inferred from the claim text.