Solid Polymer Derived From Carboxylic Acid Cyclic Ester, E.g., Lactone, Etc. Patents (Class 525/415)
  • Patent number: 6090908
    Abstract: The present invention discloses polymers of poly(p-dioxanone having an inherent viscosity in the range of from 2.3 dL/g to about 8 dL/g, as determined at a concentration of 0.1 g/dL in hexafluoroisopropanol at 25.degree. C. This invention also describes improved surgical devices and filaments made from poly(p-dioxanone) with an inherent viscosity in the range of from 2.3 dL/g to about 8 dL/g, determined at a concentration of 0.1 g/dL in hexafluoroisopropanol at 25.degree. C. Additionally, disclosed are processes for manufacturing poly(p-dioxanone) with an inherent viscosity in the range of from 2.3 dL/g to about 8 dL/g, as determined at a concentration of 0.1 g/dL in hexafluoroisopropanol at 25.degree. C., as well as, processes for molding surgical articles and extruding surgical filaments from these polymers.
    Type: Grant
    Filed: March 11, 1998
    Date of Patent: July 18, 2000
    Assignee: Ethicon, Inc.
    Inventors: Dennis D. Jamiolkowski, Hugh D. Newman, Jr., Arindam Datta, Scott Evans Fitzgerald
  • Patent number: 6090910
    Abstract: A degradable copolymer filament comprising an internal structure having the following separate phases: (a) a matrix phase comprised as a primary component of a polymer segment which exhibits a tensile Young's modulus of 2 GPa or less and a strength retention of 50% or more after two weeks in water at 37.degree. C., pH 7.3, and (b) a micro-dispersed phase comprised as a primary component of a polymer segment which exhibits a tensile strength of 200 MPa or more and a strength reduction greater than the matrix phase in water at 37.degree. C., pH 7.3. The weight ratio of each component in the matrix phase and dispersed phase is 50:50 to 95:5, respectively, and the dispersed phase a needle structure oriented by stretching in the fiber direction. A degradable monofilament having an excellent mechanical strength and flexibility, moderate hydrolyzability, high ligature stability and being suitable as a material of surgical absorbable suture can be obtained. A preparation process is also provided.
    Type: Grant
    Filed: December 3, 1997
    Date of Patent: July 18, 2000
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hosei Shinoda, Masanobu Ajioka
  • Patent number: 6071982
    Abstract: A bioerodible polymeric semi-IPN alloy which comprises a first bioerodible polymer capable of producing acidic products upon hydrolytic degradation; a second bioerodible polymer, which provides a biopolymeric scaffolding or internal reinforcement; and optionally a buffering compound that buffers the acidic products within a desired pH range. In a preferred embodiment, the second bioerodible polymer comprises polypropylene fumarate (PPF), which is cross-linked, desirably by a vinyl monomer such as vinyl pyrrolidone (VP) to form the biopolymeric scaffolding which provides the semi-IPN with dimensional and geometric stability.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: June 6, 2000
    Assignee: Cambridge Scientific, Inc.
    Inventors: Donald L. Wise, Joseph D. Gresser, Debra J. Trantolo, Yung-Yueh Hsu
  • Patent number: 6068920
    Abstract: A random-block copolymer having appropriate hydrolyzability, excellent flexibility and excellent mechanical strength, a monofilament thereof, and a process for producing the copolymer. The random-block copolymer comprises from 5 to 50 mol % of a random copolymer segment containing from 20 to 80 mol % of a lactide unit (A) and from 80 to 20 mol % of a caprolactone unit (B), and from 95 to 50 mol % of a block copolymer segment containing a glycolide unit (C).
    Type: Grant
    Filed: August 19, 1998
    Date of Patent: May 30, 2000
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Akihiro Funae, Kouichi Uchiki, Hideyuki Akieda, Yuzo Ono
  • Patent number: 6060582
    Abstract: Hydrogels of polymerized and crosslinked macromers comprising hydrophilic oligomers having biodegradable monomeric or oligomeric extensions, which biodegradable extensions are terminated on free ends with end cap monomers or oligomers capable of polymerization and cross linking are described. The hydrophilic core itself may be degradable, thus combining the core and extension functions. Macromers are polymerized using free radical initiators under the influence of long wavelength ultraviolet light, visible light excitation or thermal energy. Biodegradation occurs at the linkages within the extension oligomers and results in fragments which are non-toxic and easily removed from the body. Preferred applications for the hydrogels include prevention of adhesion formation after surgical procedures, controlled release of drugs and other bioactive species, temporary protection or separation of tissue surfaces, adhering of sealing tissues together, and preventing the attachment of cells to tissue surfaces.
    Type: Grant
    Filed: August 4, 1998
    Date of Patent: May 9, 2000
    Assignee: The Board of Regents, The University of Texas System
    Inventors: Jeffrey A. Hubbell, Chandrashekhar P. Pathak, Amarpreet S. Sawhney, Neil P. Desai, Jennifer L. Hill-West
  • Patent number: 6051248
    Abstract: An improved barrier or drug delivery system which is highly adherent to the surface to which it is applied is disclosed, along with methods for making the barrier. In the preferred embodiment, the system is compliant, in that it is capable of conforming to the three dimensional structure of a tissue surface as the tissue bends and deforms during healing processes. The barrier or drug delivery systems is formed as a polymeric coating on tissue surfaces by applied a polymerizable monomer to the surface, and then polymerizing the monomer. The polymerized compliant coating preferably is biodegradable and biocompatible, and can be designed with selected properties of compliancy and elasticity for different surgical and therapeutic applications.
    Type: Grant
    Filed: April 8, 1999
    Date of Patent: April 18, 2000
    Assignee: Focal, Inc.
    Inventors: Amapreet S. Sawhney, Michelle D. Lyman, Peter K. Jarrett, Ronald S. Rudowsky
  • Patent number: 6048947
    Abstract: A triblock terpolymer with a structure ABA formed from a biodegradable hard segment A and a biodegradable soft segment B has as the soft segment a statistical terpolymer with a completely amorphous structure. A process for its production comprises chemically reacting the hard segment monomer with hydroxy terminal groups of the soft segment B. The absorbable polymer is suitable for the production of a surgical suture material, which is wholly or partly formed from the polymer.
    Type: Grant
    Filed: October 8, 1997
    Date of Patent: April 11, 2000
    Assignee: Deutsche Institute fuer Textil- und Faserforschung Stuttgart Stiftung des Oeffentlichen Rechts
    Inventors: Sven Oberhoffner, Heinrich - Ing. Planck
  • Patent number: 6042820
    Abstract: Copolymers designed for use as particulate carriers containing functionalizable amino subunits for coupling with targeting ligand are described. The copolymers are polyesters composed of .alpha.-hydroxy acid subunits such as D, L-lactide and .alpha.-amino acid subunits such as serine or in the preferred embodiment, terpolymers of D,L-lactide and glycolide and .alpha.-amino acid subunits such as serine. Stable vaccine preparations useful as delayed release formulations containing antigen(s) or antigen(s) and co-adjuvants encapsulated within or physically mixed with ploymeric microparticles are described. The particulate carriers are useful for delivering agents to the immune system of a subject by mucosal or parenteral routes to produce immune responses, including antibody responses.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: March 28, 2000
    Assignee: Connaught Laboratories Limited
    Inventors: Kenneth K. Sokoll, Pele Chong, Michel H. Klein
  • Patent number: 6028164
    Abstract: Crosslinked compositions formed from a water-insoluble copolymer are disclosed. These compositions are copolymers having a bioresorbable region, a hydrophilic region and at least two crosslinkable functional groups per polymer chain. These compositions are able to form hydrogels in aqueous environments when crosslinked. These hydrogels are good sealants for implantable prostheses when in contact with an aqueous environment. In addition, such hydrogels can be used as delivery vehicles for therapeutic agents.
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: February 22, 2000
    Assignee: Meadox Medicals, Inc.
    Inventor: Gary L. Loomis
  • Patent number: 6011121
    Abstract: A surgical suture material of absorbable, synthetic polymer is formed from glycolide-trimethylene carbonate copolymer with a glycolide content higher than 76 wt. % and with a statistical distribution of the monomers. Within 9 to 21 days, the suture material has a complete breaking strength loss and is completely absorbed in vivo after 35 to 91 days.
    Type: Grant
    Filed: August 13, 1997
    Date of Patent: January 4, 2000
    Assignee: B. Braun Surgical GmbH
    Inventors: Helmut Goldmann, Helmut Hierlemann, Erhard Mueller, Heinrich Planck
  • Patent number: 6005067
    Abstract: A process for the continuous production of polylactide polymers from lactic acid which incorporates removal of water or a solvent carrier to concentrate the lactic acid feed followed by polymerization to a low-molecular-weight prepolymer. This prepolymer is fed to a reactor in which a catalyst is added to facilitate generation of lactide, the depolymerization product of polylactic acid. The lactide generated is continuously fed to a distillation system as a liquid or vapor wherein water and other impurities are removed. The resultant purified liquid lactide is fed directly to a polymerization process.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: December 21, 1999
    Assignee: Cargill Incorporated
    Inventors: Patrick Richard Gruber, Eric Stanley Hall, Jeffrey John Kolstad, Matthew Lee Iwen, Richard Douglas Benson, Ronald Leo Borchardt
  • Patent number: 5997568
    Abstract: Bioabsorbable polymers and copolymers having accelerated mass loss, and more particularly bioabsorbable polymers and/or copolymers blended with particles of bioabsorbable polymers as well as surgical articles made totally or in part therefrom, including both monofilament and multifilament sutures, are provided.
    Type: Grant
    Filed: January 17, 1997
    Date of Patent: December 7, 1999
    Assignee: United States Surgical Corporation
    Inventor: Cheng-Kung Liu
  • Patent number: 5990194
    Abstract: A biodegradable polymer is provided for use in providing syringeable, in-situ forming, solid biodegradable implants for animals. The polymer is placed into the animal in liquid form and cures to form the implant in-situ. A thermoplastic system to form said implant comprises the steps of dissolving a non-reactive polymer in biocompatible solvent to form a liquid, placing the liquid within the animal, and allowing the solvent to dissipate to produce the implant. An alternative, thermosetting system comprises mixing together effective amounts of a liquid acrylic ester terminated, biodegradable prepolymer and a curing agent, placing the liquid mixture within an animal and allowing the prepolymer to cure to form the implant. Both systems provide a syringeable, solid biodegradable delivery system by the addition of an effective level of biologically active agent to the liquid before injection into the body.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: November 23, 1999
    Assignee: Atrix Laboratories, Inc.
    Inventors: Richard L. Dunn, James P. English, Donald R. Cowsar, David P. Vanderbilt
  • Patent number: 5990247
    Abstract: The thermosetting composition of the present invention includes an unsaturated polyester, an addition polymerizable monomer, a low shrink agent other than an aliphatic polyester, and an aliphatic polyester decomposed in a decomposing solution containing a base and at least one solvent selected from the group consisting of water, methanol, ethanol, and ethylene glycol at a temperature lower than a boiling point of the decomposing solution after being cured.
    Type: Grant
    Filed: February 26, 1998
    Date of Patent: November 23, 1999
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Takahiko Terada, Hiroshi Onishi
  • Patent number: 5986043
    Abstract: Hydrogels of polymerized and crosslinked macromers comprising hydrophilic oligomers having biodegradable monomeric or oligomeric extensions, which biodegradable extensions are terminated on free ends with end cap monomers or oligomers capable of polymerization and cross linking are described. The hydrophilic core itself may be degradable, thus combining the core and extension functions. Macromers are polymerized using free radical initiators under the influence of long wavelength ultraviolet light, visible light excitation or thermal energy. Biodegradation occurs at the linkages within the extension oligomers and results in fragments which are non-toxic and easily removed from the body. Preferred applications for the hydrogels include prevention of adhesion formation after surgical procedures, controlled release of drugs and other bioactive species, temporary protection or separation of tissue surfaces, adhering of sealing tissues together, and preventing the attachment of cells to tissue surfaces.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: November 16, 1999
    Assignee: Board of Regents, The University of Texas System
    Inventors: Jeffrey A. Hubbell, Chandrashekhar P. Pathak, Amarpreet S. Sawhney, Neil P. Desai, Jennifer L. Hill-West
  • Patent number: 5985776
    Abstract: A nonwoven fabric formed from filaments made from a polymer derived from L- and D-lactic acid. The nonwoven fabric is biodegradable and especially suitable for use in disposable hygiene products.
    Type: Grant
    Filed: August 1, 1994
    Date of Patent: November 16, 1999
    Assignee: Fiberweb France
    Inventors: Eric Bertrand, Philippe Guipouy, Patrick Lauffenburger, Philippe Ehret
  • Patent number: 5981694
    Abstract: A lactide polymer composition combining compositional and purity limitations and catalyst optimization or addition of stabilizing agents resulting in a melt-stable polymer is disclosed. The melt-stable lactide polymer comprises a plurality of polylactide polymer chains, residual lactide in concentration of less than 2 percent and water in concentration of less than 1000 parts-per-million. A stabilizing agent in an amount sufficient to reduce depolymerization of the lactide polymer during melt-processing or alternatively, control of catalyst level at a molar ratio of monomer to catalyst greater than 3000:1 is also included in the melt-stable composition. A process for manufacture of a melt-stable lactide polymer composition includes polymerizing a lactide mixture and adding stabilizing agents sufficient to reduce depolymerization of the polylactide during melt-processing, followed by devolatilizing the polylactide to remove monomer and water.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: November 9, 1999
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Eric Stanley Hall, Robin Sue Eichen Conn, Christopher M. Ryan
  • Patent number: 5977204
    Abstract: Biodegradable polymeric therapeutic implant materials incorporating bioactive ceramics such as Bioglass.RTM. ceramic are provided. These implants provide increased mechanical properties and pH control, enabling the use of these materials to design porous and nonporous therapeutic implants used as cell scaffolds for healing of tissue defects or fixation devices, having desired degradation times, mechanical properties, elasticity and biocompatibility.
    Type: Grant
    Filed: April 11, 1997
    Date of Patent: November 2, 1999
    Assignees: OsteoBiologics, Inc., USBiomaterials Corporation
    Inventors: Barbara D. Boyan, Gabriele Niederauer, Kristine Kieswetter, Neil C. Leatherbury, David C. Greenspan
  • Patent number: 5972514
    Abstract: The invention relates to a coating composition for PVC sections, based on a polymeric vehicle, a crosslinking agent, and a thermoplastic resin powder. The coating composition is particularly useful for coating PVC sections for windows, shutters, and doors. PVC joinery coated with the composition of the invention has exceptional impact strength and resistance to abrasion, friction, and inclement weather.
    Type: Grant
    Filed: October 11, 1996
    Date of Patent: October 26, 1999
    Assignee: Elf Atochem S.A.
    Inventors: Bruno D'Herbecourt, Thierry Moulin
  • Patent number: 5962566
    Abstract: The presently claimed invention comprises a biopolymer nanoparticle for drug delivery wherein the nanoparticle comprises a homogeneous blend of an aliphatic polyester polymer blended with a polyether, a lipophilic or polypeptide drug and a biocompatible cholesterol interacting agent for preserving the activity of the drug administered to the patient while at the same time controlling the release of the drug. Methods for making the homogeneous drug delivery nanoparticles are also disclosed.
    Type: Grant
    Filed: May 7, 1998
    Date of Patent: October 5, 1999
    Assignee: European Community
    Inventors: Christian Grandfils, Robert Jerome, Nicole Nihant, Philippe Teyssie
  • Patent number: 5952433
    Abstract: The present invention is a hydrolytically modified, biodegradable polymer and a method of hydrolytically modifying a biodegradable polymer. In a preferred embodiment, the invention is a method of grafting polar groups onto polylactides and modified polylactide compositions produced by the method. The polymer compositions are useful as components in flushable and degradable articles.
    Type: Grant
    Filed: July 31, 1997
    Date of Patent: September 14, 1999
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: James Hongxue Wang, David Michael Schertz
  • Patent number: 5945480
    Abstract: The present invention is a water-responsive fiber. More particularly, the present invention is a fiber comprising a blend of a polyvinyl alcohol and a polylactide and a method of making such fibers. In a preferred embodiment, the invention is a fiber comprising a blend of polyvinyl alcohol and modified polylactide and a method of making such fibers. The fibers are useful as a component in flushable and degradable articles.
    Type: Grant
    Filed: July 31, 1997
    Date of Patent: August 31, 1999
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: James Hongxue Wang, David Michael Schertz, Dave Allen Soerens, Hannong Rhim
  • Patent number: 5935594
    Abstract: An improved method or process and device for treating and healing a bone void is disclosed, and in particular a method employing a surfactant for efficiently incorporating a biologically active agent into the interstices (voids or pares) of a porous hydrophobic biodegradable material wherein the biologically active agent is deposited on the internal surfaces defining the voids or pores of the biodegradable material. The biodegradable body or device, now containing surfactant and a biologically active agent in the body itself as well as on the external surfaces and the internal surfaces defining the voids or pores, is than applied into the bone void or cavity.
    Type: Grant
    Filed: April 6, 1998
    Date of Patent: August 10, 1999
    Assignee: THM Biomedical, Inc.
    Inventors: Timothy Ringeisen, John H. Brekke
  • Patent number: 5919835
    Abstract: Blends of polymers having properties distinct from the individual polymer components and that are suitable for use as carriers of pharmaceutically active agents, are prepared from two or more polyanhydrides, polyesters or mixtures of polyanhydrides and polyesters. The blends have different properties than the polymers used to prepare the blends, providing a means for altering the characteristics of a polymeric matrix without altering the chemical structure of the component polymers. Blends of various polyanhydrides, polyesters, and polyanhydrides and polyesters, containing pharmaceutically active agents, are prepared using solvent mixing or melt mixing procedures.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: July 6, 1999
    Assignee: Massachusetts Institute of Technology
    Inventors: Abraham J. Domb, Manoj Maniar, Andrew S. T. Haffer
  • Patent number: 5919893
    Abstract: Degradable polyesteramide suitable for use in biomedical applications is obtained by reacting diamino alkyl ester with alpha hydroxy acid to form diamide-diol which is reacted with acyl halide or dicarboxylic acid to yield polyesteramide.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: July 6, 1999
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Ying Jiang
  • Patent number: 5914072
    Abstract: Phosphoric esters obtained bya) reacting a mono-, oligo- or polyamine with an alkylene oxide or alkylene carbonate to give an amino alcohol or amino mono-, oligo-, or polyether alcohol, from 50 to 100% of the alkoxylatable NH groups of the amine being alkoxylated,b) reacting the resulting amino (ether) alcohol with a hydroxycarboxylic acid or a dicarboxylic acid and a diol to give a mono-, oligo- or polyester, or reacting it with a diisocyanate and a diol to give a di-, oligo- or polyurethane, from 50 to 100% of the terminal hydroxyl groups in the amino (ether) alcohol being esterified or converted into urethane groups, andc) reacting the resulting amino (ether) ester or urethane with a phosphorus compound which forms phosphoric esters, from 5 to 100% of the terminal hydroxyl groups in the amino (ether) ester or urethane being converted into phosphoric ester groups, and the phosphorus atoms being mono- and/or di- and, if appropriate, tri-esterified,preparation of the phosphoric esters, and their use as disper
    Type: Grant
    Filed: August 2, 1996
    Date of Patent: June 22, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Zirnstein, Jorg Schroder, Robert Kreuzer
  • Patent number: 5914387
    Abstract: Polyesteramides having amino acid-derived groups alternating with hydroxy acid-derived groups are useful in making shaped articles, particularly, shaped articles suitable for use as surgical devices.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: June 22, 1999
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Ying Jiang
  • Patent number: 5910519
    Abstract: Shaped hydrogel articles such as soft contact lenses are prepared by the steps of:(1) molding or casting a polymerization mixture comprising:(a) a monomer mixture comprising a major proportion of one or more hydrophilic monomers such as 2-hydroxyethyl methacrylate, and one or more cross-linking monomers; and(b) an inert, displaceable diluent selected from the group consisting of:(i) ethoxylated alkyl glucoside;(ii) ethoxylated bisphenol A;(iii) polyethylene glycol;(iv) mixture of propoxylated and ethoxylated alkyl glucoside;(v) single phase mixture of ethoxylated or propoxylated alkyl glucoside and C.sub.2-12 dihydric alcohol;(vi) adduct of .epsilon.-caprolactone and C.sub.2-6 alkanediols and triols;(vii) ethoxylated C.sub.3-6 alkanetriol; and(viii) mixtures of one or more of (i) through (vii),under conditions to polymerize said monomer mixture to produce a shaped gel of a copolymer of said monomers and said diluent; and(2) thereafter replacing said diluent with water.
    Type: Grant
    Filed: August 1, 1997
    Date of Patent: June 8, 1999
    Assignee: Johnson & Johnson Vision Products, Inc.
    Inventors: Ivan M. Nunez, Frank F. Molock, Laura D. Elliott, James D. Ford
  • Patent number: 5902875
    Abstract: A polyesteramide suitable for use in the fabrication of absorbable surgical devices such as monofilament and multifilament sutures, films, sheets, plates, clips, staples, pins, screws, and the like, is obtained by reacting a monoalkanolamine such as ethanolamine with a diacid halide such as succinic acidchloride to provide a diamidediol and thereafter reacting the diamidediol with the same or different diacid halide under polymerization conditions to form the polyesteramide.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: May 11, 1999
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Ying Jiang
  • Patent number: 5902874
    Abstract: Cyclic monomers prepared by novel methods are useful in making polyesteramides which can be made into shaped articles, particularly, shaped articles suitable for use as surgical devices.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: May 11, 1999
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Ying Jiang
  • Patent number: 5900245
    Abstract: An improved barrier or drug delivery system which is highly adherent to the surface to which it is applied is disclosed, along with methods for making the barrier. In the preferred embodiment, the system is compliant, in that it is capable of conforming to the three dimensional structure of a tissue surface as the tissue bends and deforms during healing processes. The barrier or drug delivery systems is formed as a polymeric coating on tissue surfaces by applied a polymerizable monomer to the surface, and then polymerizing the monomer. The polymerized compliant coating preferably is biodegradable and biocompatible, and can be designed with selected properties of compliancy and elasticity for different surgical and therapeutic applications.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: May 4, 1999
    Assignee: Focal, Inc.
    Inventors: Amapreet S. Sawhney, Michelle D. Lyman, Peter K. Jarrett, Ronald S. Rudowsky
  • Patent number: 5869597
    Abstract: The present invention discloses polymers of poly(p-dioxanone having an inherent viscosity in the range of from 2.3 dL/g to about 8 dL/g, as determined at a concentration of 0.1 g/dL in hexafluoroisopropanol at 25.degree. C. This invention also describes improved surgical devices and filaments made from poly(p-dioxanone) with an inherent viscosity in the range of from 2.3 dL/g to about 8 dL/g, determined at a concentration of 0.1 g/dL in hexafluoroisopropanol at 25.degree. C. Additionally, disclosed are processes for manufacturing poly(p-dioxanone) with an inherent viscosity in the range of from 2.3 dL/g to about 8 dL/g, as determined at a concentration of 0.1 g/dL in hexafluoroisopropanol at 25.degree. C., as well as, processes for molding surgical articles and extruding surgical filaments from these polymers.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: February 9, 1999
    Assignee: Ethicon, Inc.
    Inventors: Hugh D. Newman, Jr., Dennis D. Jamiolkowski
  • Patent number: 5869582
    Abstract: The present invention provides a diblock copolymer comprising: (a) a first block of polyester wherein said first block is made from aromatic polyester having: (i) an intrinsic viscosity which is measured in a 60/40 by weight mixture of phenol and tetrachloroethane and is at least about 0.6 deciliter/gram and (ii) a Newtonian melt viscosity which is measured by capillary rheometer and is at least about 7,000 poise at 280.degree. C.; and (b) a second block of polyester wherein said second block is made from lactone monomer. The diblock copolymer is useful in engineered materials, films, and in spinning fibers for industrial applications such as seat belts. A process for making the diblock copolymer uses a twin screw extruder for melting the aromatic polyester and mixing it with monomer.
    Type: Grant
    Filed: March 18, 1997
    Date of Patent: February 9, 1999
    Assignee: AlliedSignal Inc.
    Inventors: Weiming Tang, Frank Mares, Robert Clark Morgan
  • Patent number: 5866634
    Abstract: The present invention provides a novel biodegradable polymer compositions effecting superiority in elongation at break, Izod impact strength and mold releasability which has not been obtained before the past and provides a biodegradable shrink film exceling in transparency, strength, flexibility, mold releasability and shrinkability by applying the biodegradable polymer composition to the shrink film. Thus, the biodegradable polymer compositions are provided which comprise as a main component a mixture of two or more of polylactic acids, glycol/aliphatic dicarboxylic acid copolymers and polycaprolactones and these biodegradable polymer compositions are applied to shrink films.
    Type: Grant
    Filed: August 28, 1996
    Date of Patent: February 2, 1999
    Assignee: Shin-Etsu Chemical Co., Ltd
    Inventors: Yuji Tokushige, Makoto Ooura, Norio Nakamura, Shuhei Ueda
  • Patent number: 5856367
    Abstract: A process for forming biocompatible porous matrices of bioabsorbable materials comprising:a) providing a bioabsorbable polymer;b) dissolving the bioabsorbable polymer in a volumetric orientation aid to yield a molten solution;c) solidifying the molten solution to yield an orientation matrix comprising first and second phases, the first phase being the bioabsorbable polymer and the second phase being the volumetric orientation aid; andd) removing the volumetric orientation aid while the solution is solid; to yield a biocompatible matrix of bioabsorbable polymer. Also matrices formed by the process and devices made with such matrices.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: January 5, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Thomas H. Barrows, Myhanh T. Truong, Paul R. Suszko
  • Patent number: 5854382
    Abstract: Crosslinked compositions formed from a water-insoluble copolymer are disclosed. These compositions are copolymers having a bioresorbable region, a hydrophilic region and at least two crosslinkable functional groups per polymer chain. These compositions are able to form hydrogels in aqueous environments when crosslinked. These hydrogels are good sealants for implantable prostheses when in contact with an aqueous environment. In addition, such hydrogels can be used as delivery vehicles for therapeutic agents.
    Type: Grant
    Filed: August 18, 1997
    Date of Patent: December 29, 1998
    Assignee: Meadox Medicals, Inc.
    Inventor: Gary L. Loomis
  • Patent number: 5852166
    Abstract: A lactide polymer coating resulting in a strong, repulpable, high gloss, paper coating. The lactide polymer comprises a plurality of poly(lactide) polymer chains, residual lactide in concentration of less than about 5 percent and water in concentration of less than about 2000 parts-per-million. A process for coating paper with the lactide polymer composition is also disclosed.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: December 22, 1998
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Christopher M. Ryan, Eric Stanley Hall, Robin Sue Eichen Conn
  • Patent number: 5844067
    Abstract: The present invention provides a process for producing absorbable segmented copolymers of aliphatic polyesters with a uniform sequence distribution comprising copolymerizing at least two aliphatic polyester monomers wherein one of the monomers will transesterify under copolymerization conditions to form a segmented block copolymer; then quenching the copolymerization by cooling the segmented block copolymer below the temperature at which transesterification will occur in less than 60 minutes.
    Type: Grant
    Filed: April 11, 1997
    Date of Patent: December 1, 1998
    Inventor: Modesto Erneta
  • Patent number: 5840811
    Abstract: An optically active block polyester copolymer formed of structural units represented by the following general formulas (I) and (II): ##STR1## wherein represents for an asymmetric carbon atom and m and n each represents a natural number in the range of from 300 to 5000 is obtained by subjecting an optically active butyrolactone and a species of lactone other than the optically active butyrolactone to sequential ringopening copolymerization in the presence of a catalyst. This optically active block polyester copolymer possesses a high molecular weight and a high melting point (not less than 130.degree. C.) and forms a biodegradable and hydrolyzable material of high strength capable of tolerating the impacts of actual use.
    Type: Grant
    Filed: January 22, 1997
    Date of Patent: November 24, 1998
    Assignee: Takasago International Corporation
    Inventors: Yoji Hori, Tohru Kobayashi, Hideyuki Hongo, Akio Yamaguchi, Yoko Takahashi, Takashi Imai, Toshimitsu Hagiwara
  • Patent number: 5834567
    Abstract: Disclosed are a biodegradable copolymer and a biodegradable article molded therefrom, said copolymer having a number average molecular weight ranging from 1,000 to 1,000,000 consisting essentially of (A) from 5 to 99% by mol of epsilon-caprolactone or delta-valerolactone structural units and (B) from 95 to 1% by mol of oxetane structural units, said structural units being combined in the state of a block, and containing an organic aluminum-based Lewis acid represented by general formula (I) ##STR1## wherein R is an alkyl group having a carbon number ranging from 1 to 4, Y is independently selected from a substituted group, and p is any one of 1, 2 and 3. Also disclosed are block polymers of lactone and dimethyltrimethylene carbonate and blends of polylactone with polyoxetane.
    Type: Grant
    Filed: February 18, 1997
    Date of Patent: November 10, 1998
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Hajime Yasuda
  • Patent number: 5834274
    Abstract: Water soluble macromers are modified by addition of free radical polymerizable groups, such as those containing a carbon-carbon double or triple bond, which can be polymerized under mild conditions to encapsulate tissues, cells, or biologically active materials. The polymeric materials are particularly useful as tissue adhesives, coatings for tissue lumens including blood vessels, coatings for cells such as islets of Langerhans, coatings, plugs, supports or substrates for contact with biological materials such as the body, and as drug delivery devices for biologically active molecules.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: November 10, 1998
    Assignee: Board of Regents, The University of Texas System
    Inventors: Jeffrey A. Hubbell, Chandrashekhar P. Pathak, Amarpreet S. Sawhney, Neil P. Desai, Jennifer L. Hill, Syed F. A. Hossainy
  • Patent number: 5824333
    Abstract: The present invention provides injectable, bioabsorbable liquid copolymers suitable for use as a soft tissue repair or augmentation material in animals comprising a liquid polymer selected from the group consisting of liquid polymers of a plurality of at least two different first lactone repeating units and liquid polymers of a plurality of first lactone and second lactone repeating units; wherein the first lactone repeating units are selected from the group consisting of .epsilon.-caprolactone repeating units, trimethylene carbonate repeating units, ether lactone repeating units (which for the purpose of this invention shall mean 1,4-dioxepan-2-one and 1,5-dioxepan-2-one) and combinations thereof and the second lactone repeating units are selected from the group consisting of glycolide repeating units, lactide repeating units (which for the purpose of this invention are defined to be L-lactide, D-lactide, or D,L-lactide repeating units), p-dioxanone repeating units and combinations thereof.
    Type: Grant
    Filed: November 6, 1996
    Date of Patent: October 20, 1998
    Assignee: Ethicon, Inc.
    Inventors: Angelo G. Scopelianos, Rao S. Bezwada, Steven C. Arnold
  • Patent number: 5824751
    Abstract: The biodegradable composition comprises at least poly(beta-hydroxybutyric acid) or a biodegradable copolymer thereof and a stereospecifically regular block copolymer having the structure units of formula (I): ##STR1## where R1 is a hydrocarbon group having 1 to 14 carbon atoms, optionally including double bonds, oxygen atoms or both of them; and m and n are respectively an integer ranging from 300 to 5,000, or having the structure units of formula (II): ##STR2## where R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are either a hydrogen atom or a methyl group; and m and n are respectively an integer ranging from 300 to 5,000.
    Type: Grant
    Filed: January 26, 1996
    Date of Patent: October 20, 1998
    Assignee: Takasago Koryo Kogyo Kabushiki Kaisha (Takasago International Corporation)
    Inventors: Yoji Hori, Yoko Takahashi, Hideyuki Hongo, Akio Yamaguchi, Toshimitsu Hagiwara
  • Patent number: 5814412
    Abstract: The thermosetting composition of the present invention includes an unsaturated polyester, an addition polymerizable monomer, a low shrink agent other than an aliphatic polyester, and an aliphatic polyester decomposed in a decomposing solution containing from about 0.1 to about 50% by weight of at least one base selected from the group consisting of alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal oxides, alkaline earth metal oxides, alkali metal alkoxides and alkaline earth metal alkoxides, and at least one solvent selected from the group consisting of water, methanol, ethanol, and ethylene glycol at a temperature lower than a boiling point of the decomposing solution after being cured.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: September 29, 1998
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Takahiko Terada, Hiroshi Onishi
  • Patent number: 5807973
    Abstract: A nonwoven fabric comprised of a lactide polymer. The lactide polymer comprises a plurality of poly(lactide) polymer chains, residual lactide in concentration of less than about 2 percent and water in concentration of less than about 2000 parts-per-million. A process for manufacturing a nonwoven fabric with the lactide polymer composition is also disclosed.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: September 15, 1998
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Christopher M. Ryan, Eric Stanley Hall, Robin Sue Eichen Conn
  • Patent number: 5798436
    Abstract: An amorphous film comprised of a lactide polymer. The lactide polymer comprises a plurality of poly(lactide) polymer chains, residual lactide in concentration of less than about 2 percent and water in concentration of less than about 2000 parts-per-million. A process for manufacturing an amorphous film with the lactide polymer composition is also disclosed.
    Type: Grant
    Filed: September 5, 1996
    Date of Patent: August 25, 1998
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Christopher M. Ryan, Eric Stanley Hall, Robin Sue Eichen Conn
  • Patent number: 5792810
    Abstract: A curable coating composition is described comprising(A) a compound comprising carbamate or urea and hydroxyl functional groups that is the reaction product of(1) a compound comprising a carbamate or urea group or a group that can be converted to a carbamate or urea group, and an active hydrogen group that is reactive with a lactone or a hydroxy carboxylic acid, and(2) a lactone or a hydroxy carboxylic acid,(B) a compound comprising at least one group that is reactive with carbamate and at least one group that is reactive with hydroxyl, or a plurality of groups that are reactive with both carbamate and hydroxyl.
    Type: Grant
    Filed: August 15, 1996
    Date of Patent: August 11, 1998
    Assignee: BASF Corporation
    Inventors: Gregory G. Menovcik, John D. McGee, Walter H. Ohrbom, Brian D. Bammel, Todd A. Seaver, John W. Rehfuss
  • Patent number: 5773563
    Abstract: Crystane, low melting .epsilon.-Caprolactone polymers which undergo accelerated hydrolysis, and their use as lubricant coatings and/or as coatings containing bioactive agents, as carriers of viable cells, and as coatings for open-cell microporous template or constucts for tissue regeneration; the polymers bearing basic functionalities can be linked ionically or covalently to the ester chain which induces autocatalyzed hydrolysis.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: June 30, 1998
    Assignee: Poly-Med, Inc.
    Inventor: Shalaby W. Shalaby
  • Patent number: 5770268
    Abstract: A coating composition for preventing corrosion of a substrate including corrodable material, the coating composition comprising: a cycloaliphatic epoxy compound; a polyester compound; and a catalyst.
    Type: Grant
    Filed: January 4, 1996
    Date of Patent: June 23, 1998
    Assignee: R.J. Tower Corporation
    Inventors: Ming C. Kuo, Staer S. Kirsten, Gary W. Marshall
  • Patent number: 5770650
    Abstract: A curable coating composition is described comprising (A) a compound comprising a plurality of functional crosslinking groups, at least one of which is a carbamate or urea functional group, which compound also includes at least one ester or amide group derived from a reaction of an active hydrogen group with a lactone ring or a hydroxy carboxylic acid, and (B) a curing agent comprising a plurality of groups that are reactive with the functional groups on compound (A).
    Type: Grant
    Filed: August 15, 1996
    Date of Patent: June 23, 1998
    Assignee: BASF Corporation
    Inventors: John D. McGee, Brian D. Bammel, Walter H. Ohrbom, Todd A. Seaver, Gregory G. Menovcik, Paul J. Harris, John W. Rehfuss