Two dimensional polymer that generates nitric oxide
First Claim
Patent Images
1. A polymeric composition capable of generating nitric oxide, the polymeric composition comprising:
- a crosslinked chemical combination of (i) a polymer having side chains along a backbone forming the polymer, at least two of the side chains containing an amino group, and (ii) a crosslinking agent containing at least two functional groups capable of reacting with the amino groups; and
a plurality of nitric oxide generating functional groups associated with the crosslinked chemical combination;
wherein the polymer is a polyamide, and the polyamide is synthesized by (i) reacting a monomer selected from the group consisting of unsaturated carboxylic acids, esters of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, and mixtures thereof, and a first amine to form an intermediate reaction product, wherein the first amine is selected from RR1NH, RNH2, polyalkylene polyamines, and mixtures thereof, wherein the R and R1 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with heteroatoms oxygen, nitrogen, sulfur, and phosphorus and combinations thereof, and (ii) reacting the intermediate reaction product and a second amine to form the polyamide, wherein the second amine is selected from R2R3NH, R2NH2, polyalkylene polyamines, and mixtures thereof, wherein the R2 and R3 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with heteroatoms oxygen, nitrogen, sulfur, and phosphorus and combinations thereof; and
at least one of the selected amines includes at least two amino groups.
2 Assignments
0 Petitions
Accused Products
Abstract
A polymeric composition that generates nitric oxide and a process for rendering the surface of a substrate nonthrombogenic by applying a coating of the polymeric composition to the substrate are disclosed. The composition comprises: (1) a crosslinked chemical combination of (i) a polymer having amino group-containing side chains along a backbone forming the polymer, and (ii) a crosslinking agent containing functional groups capable of reacting with the amino groups; and (2) a plurality of nitric oxide generating functional groups associated with the crosslinked chemical combination. Once exposed to a physiological environment, the coating generates nitric oxide thereby inhibiting platelet aggregation. In one embodiment, the nitric oxide generating functional groups are provided by a nitrated compound (e.g., nitrocellulose) imbedded in the polymeric composition. In another embodiment, the nitric oxide generating functional groups comprise N2O2− groups covalently bonded to amino groups on the polymer.
103 Citations
40 Claims
-
1. A polymeric composition capable of generating nitric oxide, the polymeric composition comprising:
- a crosslinked chemical combination of (i) a polymer having side chains along a backbone forming the polymer, at least two of the side chains containing an amino group, and (ii) a crosslinking agent containing at least two functional groups capable of reacting with the amino groups; and
a plurality of nitric oxide generating functional groups associated with the crosslinked chemical combination;wherein the polymer is a polyamide, and the polyamide is synthesized by (i) reacting a monomer selected from the group consisting of unsaturated carboxylic acids, esters of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, and mixtures thereof, and a first amine to form an intermediate reaction product, wherein the first amine is selected from RR1NH, RNH2, polyalkylene polyamines, and mixtures thereof, wherein the R and R1 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with heteroatoms oxygen, nitrogen, sulfur, and phosphorus and combinations thereof, and (ii) reacting the intermediate reaction product and a second amine to form the polyamide, wherein the second amine is selected from R2R3NH, R2NH2, polyalkylene polyamines, and mixtures thereof, wherein the R2 and R3 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with heteroatoms oxygen, nitrogen, sulfur, and phosphorus and combinations thereof; and
at least one of the selected amines includes at least two amino groups. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14)
- a crosslinked chemical combination of (i) a polymer having side chains along a backbone forming the polymer, at least two of the side chains containing an amino group, and (ii) a crosslinking agent containing at least two functional groups capable of reacting with the amino groups; and
-
15. A crosslinked polymeric material farmed from:
-
(A) a polyamide formed from a mixture which comprises;
(i) one or more monomers selected from the group consisting of unsaturated carboxylic acids, esters of unsaturated carboxylic acids, anhydrides of unsaturated carboxylic acids, and mixtures thereof; and
(ii) one or more amines selected from the group consisting of R—
NH2, RR1NH, polyalkylene polyamines, and mixtures thereof, wherein the R and R1 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with one or more heteroatoms oxygen, nitrogen, sulfur, phosphorus, or combinations thereof; and
at least one of the selected amines includes at least two amino groups;
(B) one or more crosslinking agents selected from the group consisting of silanes having 2 or more alkoxy groups;
aliphatic isocyanate compounds having 2 or more —
N═
C═
O groups;
aromatic isocyanate compounds having 2 or more —
N═
C═
O groups;
aliphatic aldehyde compounds having 2 or more —
CHO groups;
aromatic aldehyde compounds having 2 or more —
CHO groups;
phosphines having the formula (A)2P(B) wherein A is hydroxyalkyl, and B is hydroxyalkyl, alkyl, or aryl;
epoxy resins having end groups of the formula;
and mixtures thereof; and (C) a plurality of nitric oxide generating functional groups associated with the crosslinked polymeric material. - View Dependent Claims (16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29)
the selected amine comprises at least one alkyl amine and at least one polyalkylene polyamine; and
the selected crosslinking agent comprises an aliphatic dialdehyde and at least one phosphine having the formula (A)2P(B), wherein A and B are hydroxyalkyl.
-
-
30. A crosslinked polymeric material formed from:
-
(A) a polyamide formed from a mixture which comprises;
(i) one or more monomers selected from the group consisting of maleic anhydride, maleic acid esters, and mixtures thereof; and
(ii) one or more amines selected from the group consisting of R—
NH2, RR1NH, polyalkylene polyamines, and mixtures thereof, wherein the R and R1 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with heteroatoms oxygen, nitrogen, sulfur, phosphorus, or combinations thereof; and
at least one of the selected amines includes at least two amino groups;
(B) one or more crosslinking agents selected from the group consisting of aliphatic isocyanate compounds having 2 or more —
N═
C═
O groups;
aromatic isocyanate compounds having 2 or more —
N═
C═
O groups;
silanes having 2 or more alkoxy groups;
aliphatic aldehyde compounds having 2 or more —
CHO groups;
aromatic aldehyde compounds having 2 or more —
CHO groups;
phosphines having the formula (A)2P(B) wherein A is hydroxyalkyl, and B is hydroxyalkyl, alkyl, or aryl;
epoxy resins having end groups of the formula;
and mixtures thereof; and (C) a plurality of nitric oxide generating functional groups associated with the crosslinked polymeric material. - View Dependent Claims (31, 32, 33, 34, 35, 36, 37, 38, 39)
-
-
40. A crosslinked polymeric material formed from:
-
(A) a polyamide formed from a mixture which comprises;
(i) one or more monomers selected from the group consisting of maleic anhydride, maleic acid esters, and mixtures thereof; and
(ii) one or more amines selected from the group consisting of R—
NH2, RR1NH, polyalkylene polyamines, and mixtures thereof;
wherein the R and R1 groups are the same or different and each contain between 1 and 50 carbon atoms and are optionally substituted with heteroatoms oxygen, nitrogen, sulfur, phosphorus, or combinations thereof; and
at least one of the selected amines includes at least two amino groups;
(B) one or more crosslinking agents;
(C) a plurality of nitric oxide generating functional groups associated with the crosslinked polymeric material.
-
Specification
-
- Resources
Litigation Campaign Assessment
Thank you for your request. You will receive a custom alert email when the Litigation Campaign Assessment is available.
×
-
Current AssigneeThe Michigan Biotechnology Institute
-
Original AssigneeThe Michigan Biotechnology Institute
-
InventorsMcDonald, William F., Koren, Amy B.
-
Primary Examiner(s)WOODWARD, ANA LUCRECIA
-
Application NumberUS10/222,370Publication NumberTime in Patent Office1,145 DaysField of Search525/54.3, 525/420, 525/421, 525/423, 525/424, 525/427, 525/431US Class Current525/54.3CPC Class CodesA61K 9/7007 Drug-containing films, memb...
