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US4452973A Expired / Lapsed US ⏱️ 0.0 years remaining

Poly(glycolic acid)/poly(oxyethylene) triblock copolymers and method of manufacturing the same

Assignee: Covidien AG
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Filing: 1982-11-12
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Granted: 1984-06-05
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Expires: 2002-11-12
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Abstract

Abstract Poly(glycolic acid)/poly(oxyalkylene) ABA triblock copolymers having the following formula: ##STR1## and wherein x and y have values which correspond to a total polyglycolide content of about 75 to 95 weight percent and a total polyoxyalkylene content of about 5 to 25 weight percent. The copolymers are useful for manufacturing fibers possessing a sufficiently low modulus of elasticity to permit their use as absorbable sutures having the requisite flexibility for use in monofilament form. A process of preparation involves purifying the hydroxyl-ended poly(oxyalkylene) and allowing it to react with glycolide to produce an ABA triblock copolymer of extrusion grade in which A represents a polyglycolic acid block and B represents a poly(oxyalkylene) block.

Inventors

  • 👤 Donald J. Casey
  • 👤 Mark S. Roby

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 20:24
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/66; C08G63/664; A; A61; A61K; A61K9/00; A61K9/20; A61K9/2004; A61K9/2022; A61K9/2031; A61K9/204; A61L; A61L17/00; A61L17/06; A61L17/10; A61L17/12; A61L27/00; A61L27/14; A61L27/18; A61L31/00; A61L31/04; A61L31/06

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 54 words
A triblock copolymer useful in fiber form for the manufacture of bioabsorbable surgical articles comprising the formula: ##STR3## wherein R represents an alkylene, x and y have values which correspond to a total polyglycolide content of about 75 to 95 weight percent and a total polyoxyalkylene content of about 5 to 25, weight percent.
Claim 2
Dependent Claim 54 words
A triblock copolymer useful in fiber form for the manufacture of bioabsorbable surgical articles comprising the formula: ##STR3## wherein R represents an alkylene, x and y have values which correspond to a total polyglycolide content of about 75 to 95 weight percent and a total polyoxyalkylene content of about 5 to 25, weight percent.
Claim 3
Dependent Claim 12 words
A triblock copolymer as claimed in claim 1 wherein R is poly(oxyethylene).
Claim 4
Dependent Claim 13 words
A surgical article manufactured from a triblock copolymer as claimed in claim 1.
Claim 5
Dependent Claim 14 words
A suture or ligature manufactured from a triblock copolymer as claimed in claim 1.
Claim 6
Dependent Claim 33 words
A surgical article as claimed in claim 3 selected from the group consisting of a suture, ligature, needle and suture combination, surgical clip, surgical staple, surgical prosthesis, textile structure, coupling, tube, and support.
Claim 7
Independent Claim 106 words
A method for preparing extrusion weight triblock copolymers having the formula: ##STR4## wherein R represents an alkylene, x and y have values which correspond to a total polyglycolide content of about 75 and 95 weight percent and a total polyoxyalkylene content of about 5 to 25 weight percent, comprising reacting purified hydroxyl-ended poly(alkylene oxide) with glycolide by charging the respective constituents to a stirred reactor in the presence of stannous chloride dihydrate, heating at a temperature of 220°-228° C. for a period of time sufficient to achieve the desired reaction, followed by cooling and recovering a solidified copolymer having an intrinsic viscosity of at least 0.60.
Claim 8
Independent Claim 106 words
A method for preparing extrusion weight triblock copolymers having the formula: ##STR4## wherein R represents an alkylene, x and y have values which correspond to a total polyglycolide content of about 75 and 95 weight percent and a total polyoxyalkylene content of about 5 to 25 weight percent, comprising reacting purified hydroxyl-ended poly(alkylene oxide) with glycolide by charging the respective constituents to a stirred reactor in the presence of stannous chloride dihydrate, heating at a temperature of 220°-228° C. for a period of time sufficient to achieve the desired reaction, followed by cooling and recovering a solidified copolymer having an intrinsic viscosity of at least 0.60.
Claim 9
Dependent Claim 63 words
A method as claimed in claim 6 wherein the purified hydroxyl-ended poly(alkylene oxide) is obtained by passing an aqueous solution of the poly(alkylene oxide) through an ion exchange resin bed, extracting the resulting effluent with a solvent, removing the solvent fraction, adding acetone to the remaining fraction and allowing it to cool to provide solidified poly(alkylene oxide) and filtering to recover the same.
Claim 10
Dependent Claim 21 words
A method for manufacturing a surgical article comprising extruding the triblock copolymer produced by the method as claimed in claim 6.
Claim 11
Dependent Claim 22 words
A bioabsorbable surgical article manufactured from a copolymer in fiber form, said copolymer made according to a method claimed in claim 7.
Claim 12
Dependent Claim 19 words
A bioabsorbable flexible monofilament suture or ligature manufactured from copolymer made according to a method claimed in claim 6.
Claim 13
Dependent Claim 33 words
A surgical article as claimed in claim 9 selected from the group consisting of a suture, ligature, needle and suture combination, surgical clip, surgical staple, surgical prosthesis, textile structure, coupling, tube, and support.
Claim 14
Dependent Claim 74 words
A triblock copolymer for use in manufacturing absorbable surgical articles comprising the formula: ##STR5## wherein R represents an alkylene, x and y have values which correspond to a total polyglycolide content of about 75 and 95 weight percent and a total polyoxyalkylene content of about 5 to 25 weight percent, and having, as an extruded fiber, a straight pull tensile strength in excess of 40,000 psi and a modulus less than 2.5×10 6 psi.
Claim 15
Dependent Claim 74 words
A triblock copolymer for use in manufacturing absorbable surgical articles comprising the formula: ##STR5## wherein R represents an alkylene, x and y have values which correspond to a total polyglycolide content of about 75 and 95 weight percent and a total polyoxyalkylene content of about 5 to 25 weight percent, and having, as an extruded fiber, a straight pull tensile strength in excess of 40,000 psi and a modulus less than 2.5×10 6 psi.
Claim 16
Dependent Claim 26 words
A triblock copolymer as claimed in claim 12 having an in vivo absorbability, as measured by subcutaneous implantation in rabbits, of 100 percent after 60 days.

References Cited (Backward Citations)

US2917410A Cited
US3636956A Cited
US3784585A Cited
US4048256A Cited
US4243775A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-06-05 1987-12-05 1988-06-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-06-05 1991-12-05 1992-06-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-06-05 1995-12-05 1996-06-05 $7700.00 Window Closed / Lapsed

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