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US 8,252,887 B2Granted
Biocompatible polymers for medical devices
AssigneeRutgers, The State University of New Jersey
InventorsDurgadas Bolikal, Don K. Brandom, Lioubov Kabalnova, Ernest G. Baluca, Joachim Kohn
Life of this patent
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Abstract
The present invention relates to new classes of monomeric compounds, which may be polymerized to form novel biodegradable and bioresorbable polymers and co-polymers. These polymers and co-polymers, while not limited thereto, may be adapted for radioopacity and are useful for medical device applications and controlled release therapeutic formulations.
Claims85
A copolymer comprising a first repeating unit having the structure:
- and a second repeating unit having the structure:
- wherein X1, X2, X4 and X5, are independently selected from the group consisting of O, S and NR3, wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 is selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide and sulfonyl;
- R1 is selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms;
- and
- B is selected from the group consisting of optionally substituted alkylene groups of 1 to 18 carbon atoms, optionally substituted heteroalkylene groups of 1 to 18 carbon atoms, optionally substituted alkenylene groups of 1 to 18 carbon atoms and optionally substituted heteroalkenylene groups of 1 to 18 carbon atoms.
4 more elements
A radio-opaque copolymer of lactic acid with 3-(3,5-di-iodo-4-hydroxy-phenyl)propanoic acid.
A radio-opaque copolymer of glycolic acid with 3-(3,5-di-iodo-4-hydroxy-phenyl)propanoic acid.
A radio-opaque copolymer of lactic acid and glycolic acid with 3-(3,5-di-iodo-4-hydroxy-phenyl)propanoic acid.
A compound having the structure:
- wherein X1, X2, X3, X4, X5, and X6 are independently selected from the group consisting of O, S and NR3 wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 and Ar2 are independently selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide, and sulfonyl;
- R1 and R2 are independently selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms;
- R5 and R6 are independently selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- and
- B1 is a carbonyl group.
4 more elements
A polymer comprising at least one repeating unit having the structure:
- wherein, X1, X2, X3, X4, X5, and X6 are independently selected from the group consisting of O, S and NR3 wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 and Ar2 are independently selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide, and sulfonyl;
- R1 and R2 are independently selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms;
- and
- B1 is a carbonyl group.
3 more elements
A compound having the structure:
- wherein, f is 0 or 1;
- X1, X2, X3, X4, X5, and X6 are independently selected from the group consisting of O, S and NR3 wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 and Ar2 are independently selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide, and sulfonyl;
- R1 and R2 are independently selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms;
- R5 and R6 are independently selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- and
- B1 is selected from the group consisting of a carbonyl group, optionally substituted alkylene groups of 1 to 18 carbon atoms, and groups having the structure:
- wherein B2 is selected from the group consisting of optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted alkenylene and optionally substituted heteroalkenylene, or B2, X3, X4, X7 and X8 are selected so that
- defines an endcapped macromer.
7 more elements
A polymer comprising at least one repeating unit having the structure:
- wherein, f is 0 or 1;
- X1, X2, X3, X4, X5, and X6 are independently selected from the group consisting of O, S and NR3 wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 and Ar2 are independently selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide, and sulfonyl;
- R1 and R2 are independently selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms;
- and
- B1 is selected from the group consisting of a carbonyl group, optionally substituted alkylene groups of 1 to 18 carbon atoms, and groups having the structure:
- wherein B2 is selected from the group consisting of optionally substituted alkylene, optionally substituted heteroalkylene, optionally substituted alkenylene and optionally substituted heteroalkenylene, or B2, X3, X4, X7 and X8 are selected so that
- defines a capped macromer structure.
6 more elements
A compound comprising the structure:
- wherein X1, X2, X3, X4 and X5, are independently selected from the group consisting of O, S and NR3 wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 is selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide, and sulfonyl;
- R1 is selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms;
- R5 and R6 are independently selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- and
- B is selected from the group consisting of optionally substituted alkylene groups of 1 to 18 carbons, optionally substituted heteroalkylene groups of 1 to 18 carbons, optionally substituted alkenylene groups of 1 to 18 carbons and optionally substituted heteroalkenylene groups of 1 to 18 carbons.
4 more elements
A polyester consisting essentially of monomer units independently selected from the group consisting of the structure:
- wherein X1 and X5, are independently selected from the group consisting of O, S and NR3, wherein R3 is selected from the group consisting of hydrogen and alkyl groups containing from one to six carbon atoms;
- Ar1 is selected from the group consisting of phenylene,
- optionally substituted with from one to four substituents independently selected from the group consisting of halogen, halomethyl, halomethoxy, methyl, methoxy, thiomethyl, nitro, sulfoxide and sulfonyl;
- and
- R1 is selected from the group consisting of optionally substituted alkylene, heteroalkylene, alkenylene and heteroalkenylene groups containing from one to ten carbon atoms.
2 more elements
A polymer comprising at least one repeating unit having the structure:
- wherein n is an integer form 1 to 18.
A compound having the structure:
- wherein n is an integer from 1 to 18.
Dependencies are inferred from the claim text.