Polyester polyether block copolymers
First Claim
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1. A polymeric composition comprising diisocyanate coupled AB diblocks, where A is a polyester unit obtained by polymerizing monomers selected from the group consisting of lactic acid, lactide, glycolic acid, glycolide, β
- -propiolactone, ε
-caprolactone, δ
-glutarolactone, δ
-valerolactone, β
-butyrolactone, pivalolactone, α
,α
-diethylpropiolactone, ethylene carbonate, trimethylene carbonate, γ
-butyrolactone, cyclic esters of α
-hydroxybutyric acid, α
-hydroxyvaleric acid, α
-hydroxyisovaleric acid, α
-hydroxycaproic acid, α
-hydroxy-α
-ethylbutyric acid, α
-hydroxyisocaproic acid, α
-hydroxy-α
-methyl valeric acid, α
-hydroxyheptanoic acid, α
-hydroxysteanric acid, α
-hydroxylignoceric acid, and mixtures, thereof and B is obtained by reacting a polyalkylene oxide end-capped with a non-reactive group selected from the group consisting of alkyl aryl, aralkyl, substituted alkyl, substituted aryl and substituted aralkyl, said polyalkylene oxide initiating the polymerization of said monomers to form said polyester unit, said AB diblock being further diisocyanate coupled to produce di-diblock polymers.
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Abstract
The present invention relates to novel bioabsorbable polymeric compositions based upon AB polyester polyether or related diblocks and triblocks. Compositions according to the present invention may be used in medical applications, for example, for reducing or preventing adhesion formation subsequent to medical procedures such as surgery, for producing surgical articles including stents and grafts, as coatings, sealants, lubricants, as transient barriers in the body, for materials which control the release of bioactive agents in the body, for wound and bum dressings and producing biodegradable articles, among numerous others.
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Citations
13 Claims
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1. A polymeric composition comprising diisocyanate coupled AB diblocks, where A is a polyester unit obtained by polymerizing monomers selected from the group consisting of lactic acid, lactide, glycolic acid, glycolide, β
- -propiolactone, ε
-caprolactone, δ
-glutarolactone, δ
-valerolactone, β
-butyrolactone, pivalolactone, α
,α
-diethylpropiolactone, ethylene carbonate, trimethylene carbonate, γ
-butyrolactone, cyclic esters of α
-hydroxybutyric acid, α
-hydroxyvaleric acid, α
-hydroxyisovaleric acid, α
-hydroxycaproic acid, α
-hydroxy-α
-ethylbutyric acid, α
-hydroxyisocaproic acid, α
-hydroxy-α
-methyl valeric acid, α
-hydroxyheptanoic acid, α
-hydroxysteanric acid, α
-hydroxylignoceric acid, and mixtures, thereof and B is obtained by reacting a polyalkylene oxide end-capped with a non-reactive group selected from the group consisting of alkyl aryl, aralkyl, substituted alkyl, substituted aryl and substituted aralkyl, said polyalkylene oxide initiating the polymerization of said monomers to form said polyester unit, said AB diblock being further diisocyanate coupled to produce di-diblock polymers. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8)
- -propiolactone, ε
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9. A polymeric composition according to the chemical structure:
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where a is a positive integer Z is obtained from a polyalkylene oxide which is end-capped with a polyalklene oxide an alkyl alcohol, an aryl alcohol, an aralkyl alcohol or a substituted alkyl alcohol, a substituted aryl alcohol, or a substituted aralkyl alcohol, X is a C1-C8 alkylene group, R′
is a C2 to C12 alkylene group, 4,4′
-diphenylmethane, toluene, naphthalene, 4,4′
-dicyclohexylmethane, cyclohexyl, 3,3′
-dimethylphenyl, 3,3′
-dimethyl-diphenylmethane, 4,6′
-xylylene, 3,5,5-trimethylcyclohexyl, 2,2,4-trimethylhexamethylene or p-phenylene or a poly(ethylene oxide) containing or poly(ethylene oxide) rich chain,and R1 is H or CH3. - View Dependent Claims (10, 11, 12, 13)
Y is O, R is a C2 to C10 alkylene group, and M is a non-reactive group selected from the group consisting of a C1 to C12 alkyl group, an aryl group, an aralkyl group, a substituted C1 to C12 alkyl group, an aryl group and an aralkyl group.
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11. The composition according to claim 10 wherein M is methyl or ethyl.
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12. The composition according to claim 11 where R1 is H when X is a C2-C8 alkylene group.
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13. The composition according to claim 11 wherein X is a C1 alkylene group.
Specification
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Current AssigneeYissum Research Development Company of the Hebrew University of Jerusalem Ltd. (Hebrew University of Jerusalem)
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Original AssigneeLife Medical Sciences, Inc. (Pathfinder Cell Therapy, Inc.)
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InventorsCohn, Daniel, Levi, Avraham, Stern, Theodor
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Primary Examiner(s)Webman, Edward J.
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Application NumberUS09/006,664Time in Patent Office1,176 DaysField of Search424/484, 514/772.1, 525/430, 525/424, 525/449, 525/450, 525/453, 525/454, 525/408US Class Current514/772.1CPC Class CodesA61L 31/06 obtained otherwise than by ...A61P 17/02 for treating wounds, ulcers...A61P 31/18 for HIVA61P 41/00 Drugs used in surgical meth...C08G 63/08 Lactones or lactidesC08G 63/664 derived from hydroxy carbox...C08G 69/44 Polyester-amidesC08L 67/04 Polyesters derived from hyd...C08L 77/12 Polyester-amides
