US4350806A
Expired / Lapsed
US
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Biocompatible copolymers
Assignee: Akzona Inc
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Filing: 1981-09-28
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Granted: 1982-09-21
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Expires: 2001-09-28
Abstract
Abstract Segmented copolyesters/copolyethers in which the soft segment polyethers incorporate a thermally stable heterocyclic unit, e.g., hydantoin, are found to be useful as biomedical materials since the heterocyclic ring prevents crystallization of the soft segment, and further provides a chemically reactive site for incorporating other moieties to enhance certain properties, e.g., heparin for increasing the non-thrombogenicity of the biocompatible material.
Inventors
- 👤 Kenneth B. Wagener
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-22 23:44
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/68; C08G63/685; A; A61; A61L; A61L27/00; A61L27/14; A61L27/18
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
205 words
A process for making articles which are compatible with biological materials, the improvement comprising forming said articles from a segmented thermoplastic copolyester consisting essentially of a multiplicity of recurring long-chain ester units and short-chain ester units joined head to tail through ester linkages, said long-chain ester units comprising from 30-70% by weight of the copolyester and being represented by the formula: ##STR8## and said short-chain ester units being represented by the formula: ##STR9## where L in said long-chain unit is a divalent radical remaining after removal of terminal hydroxyl groups from a poly(oxyalkylene) glycol having at least one thermally stable heterocyclic ring per molecule, each of said rings attached to said chain through amide or imide linkages and giving said radical, L, a carbon to nitrogen ratio between about 3/1 and about 350/1, and a number average molecular weight of between 200 and 8,000; R is a divalent radical remaining after removal of carboxyl groups from a dicarboxylic acid having a molecular weight of less than 300; and E in said short-chain unit is a divalent radical remaining after removal of hydroxyl groups from a low molecular weight diol having 2 to 15 carbon atoms per molecule and a molecular weight less than about 250.
Claim 2
Dependent Claim
205 words
A process for making articles which are compatible with biological materials, the improvement comprising forming said articles from a segmented thermoplastic copolyester consisting essentially of a multiplicity of recurring long-chain ester units and short-chain ester units joined head to tail through ester linkages, said long-chain ester units comprising from 30-70% by weight of the copolyester and being represented by the formula: ##STR8## and said short-chain ester units being represented by the formula: ##STR9## where L in said long-chain unit is a divalent radical remaining after removal of terminal hydroxyl groups from a poly(oxyalkylene) glycol having at least one thermally stable heterocyclic ring per molecule, each of said rings attached to said chain through amide or imide linkages and giving said radical, L, a carbon to nitrogen ratio between about 3/1 and about 350/1, and a number average molecular weight of between 200 and 8,000; R is a divalent radical remaining after removal of carboxyl groups from a dicarboxylic acid having a molecular weight of less than 300; and E in said short-chain unit is a divalent radical remaining after removal of hydroxyl groups from a low molecular weight diol having 2 to 15 carbon atoms per molecule and a molecular weight less than about 250.
Claim 3
Dependent Claim
16 words
The process of claim 1, wherein said heterocyclic ring is derived from a divalent hydantoin-containing monomer.
Claim 4
Dependent Claim
14 words
The process of claim 2, wherein said hydantoin-containing monomer has a chemically reactive site.
Claim 5
Dependent Claim
18 words
The process of claims 1, 2 or 3, wherein substantially all of the dicarboxylic acid is terephthalic acid.
Claim 6
Dependent Claim
19 words
The process of claims 1, 2 or 3, wherein substantially all the low molecular weight diol is 1,4-butane diol.
Claim 7
Dependent Claim
22 words
The process of claims 1, 2 or 3, wherein the poly(oxyalkylene) glycol is poly(oxethylene) glycol having a molecular weight of about 800-4000.
Claim 8
Dependent Claim
27 words
The process of claim 2, wherein said hydantoin-containing monomer has the structure: ##STR10## wherein R'=alkyl having 1-3 carbons, Hal=F, Cl, Br, I and R"=alkyl having 3-15 carbons.
Claim 9
Dependent Claim
20 words
The process of claims 3 or 7, wherein at least one heparin moiety is chemically attached to said reactive site.
Claim 10
Dependent Claim
199 words
A biocompatible article, adaptable for biomedical uses, said article being made from a segmented, thermoplastic copolyester consisting essentially of a multiplicity of recurring non-crystalline long-chain ester units and short-chain ester units joined head to tail through ester linkages, said long-chain ester units comprising from 30-70% by weight of the copolyester and being represented by the formula: ##STR11## and said short-chain ester units being represented by the formula ##STR12## where L in said long-chain unit is a divalent radical remaining after removal of terminal hydroxyl groups from a poly(oxyalkylene) glycol having at least one thermally stable heterocyclic ring per molecule, each of said rings attached to said chain through amide or imide linkages and giving said radical, L, a carbon to nitrogen ratio between about 3/1 and about 350/1, and a number average molecular weight of between 200 and 8,000; R is a divalent radical remaining after removal of carboxyl groups from dicarboxylic acid having a molecular weight of less than 300; and E in said short-chain unit is a divalent radical remaining after removal of hydroxyl groups from a low molecular weight diol having 2 to 15 carbon atoms per molecule and a molecular weight less than about 250.
Claim 11
Dependent Claim
199 words
A biocompatible article, adaptable for biomedical uses, said article being made from a segmented, thermoplastic copolyester consisting essentially of a multiplicity of recurring non-crystalline long-chain ester units and short-chain ester units joined head to tail through ester linkages, said long-chain ester units comprising from 30-70% by weight of the copolyester and being represented by the formula: ##STR11## and said short-chain ester units being represented by the formula ##STR12## where L in said long-chain unit is a divalent radical remaining after removal of terminal hydroxyl groups from a poly(oxyalkylene) glycol having at least one thermally stable heterocyclic ring per molecule, each of said rings attached to said chain through amide or imide linkages and giving said radical, L, a carbon to nitrogen ratio between about 3/1 and about 350/1, and a number average molecular weight of between 200 and 8,000; R is a divalent radical remaining after removal of carboxyl groups from dicarboxylic acid having a molecular weight of less than 300; and E in said short-chain unit is a divalent radical remaining after removal of hydroxyl groups from a low molecular weight diol having 2 to 15 carbon atoms per molecule and a molecular weight less than about 250.
Claim 12
Dependent Claim
21 words
The article of claim 9, wherein said heterocyclic ring is derived from a divalent hydantoin-containing monomer having a chemically reactive site.
Claim 13
Dependent Claim
23 words
The article of claim 10, wherein said hydantoin-containing monomer has the structure: ##STR13## wherein R'=alkyl having 1-3 carbons and R"=alkyl having 3-15 carbons.
Claim 14
Dependent Claim
20 words
The article of claim 11, wherein at least one heparin moiety is chemically attached to each of said reactive sites.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-09-20 | 1986-03-22 | 1986-09-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-20 | 1990-03-22 | 1990-09-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-20 | 1994-03-22 | 1994-09-21 | $7700.00 | Window Closed / Lapsed |