Mixed With -o-c(=o)- Or Hal-c(=o)- Reactant Or Polymer Derived Therefrom Patents (Class 525/413)
  • Patent number: 6403758
    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: November 8, 1999
    Date of Patent: June 11, 2002
    Assignee: Scimed Life Systems, Inc.
    Inventor: Gary L. Loomis
  • Publication number: 20020052445
    Abstract: A film degradable in natural environment and high in both flexibility and transparency. A biodegradable film comprises a polymer of polylactic acid family and an aliphatic polyester other than polylactic acid in a weight ratio of from 70:30 to 20:80, said film having a tensile modulus of not more than 250 kg/mm2 and a light transmittance of not less than 65%.
    Type: Application
    Filed: May 8, 2000
    Publication date: May 2, 2002
    Inventors: Shigenori Terada, Jun Takagi
  • Patent number: 6376604
    Abstract: The invention provides a method for preparing a 1-benzotriazolylcarbonate ester of a water-soluble and non-peptidic polymer by reacting a terminal hydroxyl group of a water-soluble and non-peptidic polymer with di(1-benzotriazolyl) carbonate in the presence of an amine base and an organic solvent. The polymer backbone can be poly(ethylene glycol). The 1-benzotriazolylcarbonate ester can then be reacted directly with a biologically active agent to form a biologically active polymer conjugate or reacted with an amino acid, such as lysine, to form an amino acid derivative.
    Type: Grant
    Filed: December 18, 2000
    Date of Patent: April 23, 2002
    Assignee: Shearwater Corporation
    Inventor: Antoni Kozlowski
  • Patent number: 6353086
    Abstract: The invention relates to a lactic acid residue containing polymer composition and product having improved stability and to methods for the preparation and use thereof. The lactic acid residue containing polymer preferably includes a polylactide polymer having a number average molecular weight of between about 25,000 and about 200,000, lactide, if present at all, present in a concentration of less than 0.5 wt % based on the weight of the composition, and deactivating agents. Articles which can be manufactured from the lactic acid residue containing polymer composition include fibers, coated paper, films, moldings, and foam.
    Type: Grant
    Filed: July 24, 2000
    Date of Patent: March 5, 2002
    Assignee: Cargill, Incorporated
    Inventors: Jeffrey J. Kolstad, David R. Witzke, Mark H. Hartmann, Eric Stanley Hall, James Nangeroni
  • Patent number: 6352710
    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: December 7, 2000
    Date of Patent: March 5, 2002
    Assignee: Focal, Inc.
    Inventors: Amapreet S. Sawhney, Michelle D. Lyman, Peter K. Jarrett, Ronald S. Rudowsky
  • Patent number: 6350530
    Abstract: The present invention provides a card base which is degradable by microbes in natural environment. The card base is excellent in properties necessary for card bases, such as tensile strength, impact strength, flex temperature, heat resistance, resistance to thermal expansion and contraction, blocking resistance and humidity resistance, and has rigidity, bending resistance and durability. The card base contains, as essential components, a 3-hydroxybutylate/3-hydroxyvalerate copolymer and a lactic acid polymer, and, where necessary, a polycaprolactone or a high-molecular aliphatic polyester. The card base has a single-layer structure, or a sandwich structure further having overlay layers comprising a composition containing, as essential components, a lactic acid polymer and either or both of a polycaprolactone and a high-molecular alphatic polyester.
    Type: Grant
    Filed: September 25, 1998
    Date of Patent: February 26, 2002
    Assignee: Gunze Limited
    Inventors: Akira Morikawa, Mamoru Oishi, Yoshikiyo Saito
  • Publication number: 20020010312
    Abstract: This invention is directed to a coating composition used for original equipment manufacturing or refinishing uses in the automotive industry, which coating composition utilizes an acrylic polymer which contains substituted or unsubstituted exomethylene lactones or lactams as a comonomer.
    Type: Application
    Filed: January 25, 2001
    Publication date: January 24, 2002
    Inventors: Charles J. Brandenburg, Randal D. King, Larry G. Oien, Peter W. Uhlianuk
  • Patent number: 6323307
    Abstract: The present invention is directed to a method for reducing waste accumulation by using an environmentally degradable disposable material. The disposable material, which includes a hydroxycarboxylic acid-containing polymer, degrades hydrolytically during operative and disposal stages in a controlled manner such that the disposal degradation rate of the material is accelerated relative to the operative degradation rate of the material.
    Type: Grant
    Filed: August 16, 1995
    Date of Patent: November 27, 2001
    Assignee: Cargill Dow Polymers, LLC
    Inventors: Donald M. Bigg, Richard G. Sinclair, Edward S. Lipinsky, John H. Litchfield, Billy R. Allen
  • Patent number: 6309423
    Abstract: A web of continuous filaments which are made of at least one semi-crystalline polymeric component covalently bonded as a linear block copolymer with or blended with one or more semi-crystalline or amorphous polymeric components. The filaments are intermingled together to form a porous web of filaments, the filaments having multiple contact points with each other within the web. The filaments are bonded at the contact points without requisite for added adhesive binders, adjuncts or post extrusion melt processing. The web may be bioresorbable. The web may also be provided in forms with relatively high cohesive shear strength. The polymeric components of the filaments exist, at least temporarily, in a homogenous substantially phase miscible uncrystallized state.
    Type: Grant
    Filed: December 5, 2000
    Date of Patent: October 30, 2001
    Assignee: Gore Enterprise Holdings, Inc.
    Inventor: Byron K. Hayes
  • Patent number: 6306922
    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: January 26, 2000
    Date of Patent: October 23, 2001
    Assignee: Boards of Regents, The University of Texas System
    Inventors: Jeffrey A. Hubbell, Chandrashekhar P. Pathak, Amarpreet S. Sawhney, Neil P. Desai, Jennifer L. Hill
  • Patent number: 6277927
    Abstract: Block copolymers wherein the first block contains from about 20 to about 80 mole percent of repeating units derived from lactide randomly combined with from about 20 to 80 mole percent of repeating units derived from glycolide and the second block contains repeating units derived from lactide and repeating units derived from other bioabsorbable monomeric units, such as glycolide, the second block containing a higher proportion of repeating units derived from lactide than the first block, with units derived from lactide constituting from about 40 to about 90 mole percent of the entire block copolymer are useful in forming surgical articles, including sutures.
    Type: Grant
    Filed: November 23, 1998
    Date of Patent: August 21, 2001
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Ying Jiang
  • Patent number: 6261544
    Abstract: A method for alleviating the symptoms of a cosmetic or dermatologic skin condition is described. An effective amount of a poly(hydroxy acid)/polymer conjugate in a pharmaceutically or cosmetically acceptable vehicle is provided. Topical compositions of the conjugates with another cosmetic or dermatological agent, and compounds of the conjugates having attached physiologically active functional groups, are also provided.
    Type: Grant
    Filed: February 15, 1999
    Date of Patent: July 17, 2001
    Assignee: Focal, Inc.
    Inventors: Arthur J. Coury, Luis Z. Avila, Chandrashekhar P. Pathak, Shikha P. Barman
  • Patent number: 6262184
    Abstract: The present invention provides a resin composition comprising polylactic acid and aliphatic polyester carbonate, which has practically adequate heat-resistance temperature, moldability, thermostability, solvent resistance and high mechanical strength, as well as a molded article thereof. In the resin composition, the Vicat softening point is 60° C. or more, the tensile modulus of elasticity is 0.9 GPa or more, the modulus in flexure is 0.6 GPa or more, and the mixing ratio of polylactic acid (A) and aliphatic polyester carbonate (B), in terms of the ratio of (A)/(B) by weight, is 95/5 to 5/95. Further, the present invention provides a biodegradable injection-molded article having improvements in mechanical characteristics and impact resistance and superior disposal properties, particularly having strength enough to make it usable as a headgear material for use in helmets.
    Type: Grant
    Filed: September 30, 1999
    Date of Patent: July 17, 2001
    Assignees: Shimadzu Corporation, Mitsubishi Gas Chemical Company, Inc., Starlite Co., Ltd.
    Inventors: Takeshi Kanamori, Hiroshi Urayama, Kyohei Takakuwa, Makoto Nakamura, Yasuo Teraya, Sakae Shimotsuma
  • Patent number: 6235869
    Abstract: Synthetic absorbable medical devices made totally or in part from a random polymer comprising glycolide, lactide, trimethylene carbonate, and caprolactone are provided. The polymer can be fabricated into a monofilament which exhibits physical characteristics equivalent to or superior than gut sutures.
    Type: Grant
    Filed: October 9, 1999
    Date of Patent: May 22, 2001
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Lydmilla K. Kokish, Rooma M. Mehta, Jerry Y. Jonn
  • Patent number: 6228954
    Abstract: Polymer blends of glycolide and/or lactide homopolymer and/or glycolide/lactide copolymer and polycaprolactone and/or polytrimethylene carbonate homopolymer or copolymers thereof and absorbable surgical devices manufactured therefrom having improved mechanical properties, such as improved impact resistance and improved cyclic flex, are disclosed.
    Type: Grant
    Filed: November 1, 1994
    Date of Patent: May 8, 2001
    Assignee: United States Surgical Corporation
    Inventors: Donald S. Kaplan, Matthew Hermes, Ross R. Muth, John Kennedy
  • Patent number: 6217894
    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: January 4, 2000
    Date of Patent: April 17, 2001
    Assignee: Focal, Inc.
    Inventors: Amapreet S. Sawhney, Michelle D. Lyman, Peter K. Jarrett, Ronald S. Rudowsky
  • Patent number: 6214967
    Abstract: A two-step process is described for the polymerization of lactide to polylactide, in which process in the first step polymerization is carried out to a conversion of at least 50% by weight, and in the latter step the polylactide is polymerized further to a high conversion in conditions in which the mixing of the melt and the evaporation of the lactide are avoided.
    Type: Grant
    Filed: October 13, 1999
    Date of Patent: April 10, 2001
    Assignee: Fortum Oil and Gas Oy
    Inventors: Kari Jansson, Jukka Koskinen, Johan-Fredrik Selin
  • Patent number: 6207767
    Abstract: Star polymers of soft segment forming monomers are useful in forming surgical devices. The star polymers can be encapped with isocyanate, mixed with a filler and/or cross-linked. The polymer compositions are useful, for example, as fiber coatings, surgical adhesives or bone putty, or tissue growth substrate.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: March 27, 2001
    Assignee: United States Surgical Corporation
    Inventors: Steven L. Bennett, Ying Jiang, Elliott A. Gruskin, Kevin M. Connolly
  • Patent number: 6191236
    Abstract: Block copolymers wherein one of the blocks is made from hard phase forming monomers and another of the blocks is made from soft phase forming monomers copolymerized with randomly intermingled units of other soft phase forming monomers. The copolymers are useful in forming surgical articles, including both monofilament and multifilament sutures.
    Type: Grant
    Filed: October 10, 1997
    Date of Patent: February 20, 2001
    Assignee: United States Surgical Corporation
    Inventors: Mark S. Roby, Darlene P. Nebinger, Steven L. Bennett, Cheng-Kung Liu, Jon T. Reinprecht
  • Patent number: 6177095
    Abstract: Water-soluble macromers including at least one hydrolysable linkage formed from carbonate or dioxanone groups, at least one water-soluble polymeric block, and at least one polymerizable group, and methods of preparation and use thereof are described. The macromers are preferably polymerized using free radical initiators under the influence of long wavelength ultraviolet light or visible light excitation. Biodegradation occurs at the linkages within the extension oligomers and results in fragments which are non-toxic and easily removed from the body. The macromers can be used to encapsulate cells, deliver prophylactic, therapeutic or diagnostic agents in a controlled manner, plug leaks in tissue, prevent adhesion formation after surgical procedures, temporarily protect or separate tissue surfaces, and adhere or seal tissues together.
    Type: Grant
    Filed: January 7, 2000
    Date of Patent: January 23, 2001
    Assignee: Focal, Inc
    Inventors: Amarpreet S. Sawhney, Peter K. Jarrett, Arthur J. Coury, Ronald S. Rudowsky, Michelle D. Powell, Luis Z. Avila, David J. Enscore, Stephen D. Goodrich, William C. Nason, Fei Yao, Douglas Weaver, Shikha P. Barman
  • Patent number: 6165217
    Abstract: A web of continuous filaments which are made of at least one semi-crystalline polymeric component covalently bonded as a linear block copolymer with or blended with one or more semi-crystalline or amorphous polymeric components. The filaments are intermingled together to form a porous web of filaments, the filaments having multiple contact points with each other within the web. The filaments are bonded at the contact points without requisite for added adhesive binders, adjuncts or post extrusion melt processing. The web may be bioresorbable. The web may also be provided in forms with relatively high cohesive shear strength. The polymeric components of the filaments exist, at least temporarily, in a homogenous substantially phase miscible uncrystallized state.
    Type: Grant
    Filed: October 2, 1997
    Date of Patent: December 26, 2000
    Assignee: Gore Enterprise Holdings, Inc.
    Inventor: Byron K. Hayes
  • Patent number: 6147183
    Abstract: Amphoteric amine based polymers having a net cationic charge, wherein the polymers are obtained by reacting (a) at least one amine with (b) at least one crosslinking agent, in a molar ratio of (a):(b) of from 2:1 to 1:1.5 and (c) reacting the condensation products of (a) and (b), which are free of anionic groups, with an anionic group containing an alkylating agent or oxidizing their tertiary nitrogen atoms to N-oxides in such an amount that the resulting polymers still have a net cationic charge, and a process for the production of amphoteric amine based polymers having anet cationic charge by reacting the compounds of (a), (b) and (c) the amphoteric amine based polymers may be used as additives in detergents.
    Type: Grant
    Filed: September 15, 1998
    Date of Patent: November 14, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Soren Hildebrandt, Elisabeth Kappes, Dieter Boeckh, Rajan Panandiker, Sherri Randall, Eugene Paul Gosselink, William Conrad Wertz
  • Patent number: 6143863
    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: May 11, 1999
    Date of Patent: November 7, 2000
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Eric Stanley Hall, Robin Sue Eichen Conn, Christopher M. Ryan
  • Patent number: 6121410
    Abstract: A semi-crystalline 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 5 percent and water in concentration of less than about 2000 parts-per-million. A process for manufacturing a semi-crystalline film with the lactide polymer composition is also disclosed.
    Type: Grant
    Filed: July 27, 1999
    Date of Patent: September 19, 2000
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Christopher M. Ryan, Eric Stanley Hall, Robin Sue Eichen Conn
  • Patent number: 6114495
    Abstract: The invention relates to a lactic acid residue containing polymer composition and product having improved stability and to methods for the preparation and use thereof. The lactic acid residue containing polymer preferably includes a polylactide polymer having a number average molecular weight of between about 25,000 and about 200,000, lactide, if present at all, present in a concentration of less than 0.5 wt % based on the weight of the composition, and deactivating agents. Articles which can be manufactured from the lactic acid residue containing polymer composition include fibers, coated paper, films, moldings, and foam.
    Type: Grant
    Filed: April 1, 1998
    Date of Patent: September 5, 2000
    Assignee: Cargill Incorporated
    Inventors: Jeffrey J. Kolstad, David R. Witzke, Mark H. Hartmann, Eric Stanley Hall, James Nangeroni
  • Patent number: 6103777
    Abstract: A thermoplastic molding composition having low haze values, suitable for optical applications is disclosed. The compositions contains a resinous component selected from the group consisting of (i) a homogeneous blend of polycarbonate resin and polycaprolactone and (ii) a copoly(carbonate-lactone) block or random copolymer, and melanin in an amount of 0.1 to 1.0 parts per hundred parts of weight of the resinous component.
    Type: Grant
    Filed: December 18, 1998
    Date of Patent: August 15, 2000
    Assignee: Bayer Corporation
    Inventors: Sivaram Krishnan, Robert A. Pyles, James B. Johnson
  • Patent number: 6099759
    Abstract: The present invention has for subjects, novel benzopyran derivatives, substituted in position 2 with an adamantyl group as well as the compositions and (co)polymer matrices containing such derivatives. Said derivatives possess interesting photochromic properties.
    Type: Grant
    Filed: December 21, 1998
    Date of Patent: August 8, 2000
    Assignee: Corning Incorporated
    Inventor: You-Ping Chan
  • Patent number: 6077930
    Abstract: A preparation process of a polymer comprising conducting ring-opening polymerization of a 4- to 10-membered ring-opening polymerizable cyclic monomer in the presence of a phosphazenium salt of an active hydrogen compound represented by the chemical formula (1): ##STR1## wherein n is an integer of 1 to 8 and indicates the number of phosphazenium cations, Z.sup.n- is an anion of a n-valent active hydrogen compound derived by releasing n protons from an active hydrogen compound having a maximum of 8 active hydrogen atoms, a, b, c and d are individually a positive integer or 0 and are not all 0 at the same time, R's are the same or different hydrocarbons having 1 to 10 carbon atoms, and two R's located on each common nitrogen atom may be coupled together to form a ring structure; or in the presence of the phosphazenium salt of the active hydrogen compound and the active hydrogen compound is disclosed.
    Type: Grant
    Filed: May 15, 1998
    Date of Patent: June 20, 2000
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Tadahito Nobori, Shinji Kiyono, Takaomi Hayashi, Usaji Takaki
  • 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: 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: 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: 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: 5986019
    Abstract: A process for making a copolymeric resin is disclosed. Accordingly, component (a) and component (b) are introduced into an extruder under conditions designed to promote reactive blending therebetween in the presence of a transesterification catalyst. Component (a) is a wet aromatic polycarbonate resin containing moisture in an amount greater than 0.02 weight percent and having units conforming to ##STR1## wherein D is a divalent residue of a dihydroxy compound. Component (b) is a lactone-siloxane block copolymer having structural units conforming to ##STR2## wherein m is 1-90, n is 60-150, R is an alkyl or a phenyl radical, p is 2-12 and q is 2-20. Surprisingly, use of moisture-containing polycarbonate in the process yields a copolymer having good properties, although a corresponding process where the lactone-siloxane block copolymer reactant has a smaller number of repeating units yields inferior product.
    Type: Grant
    Filed: September 5, 1997
    Date of Patent: November 16, 1999
    Assignee: Bayer Corporation
    Inventors: Rick L. Archey, James P. Mason, Leslie J. Vescio
  • 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: 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: 5879688
    Abstract: A method for alleviating the symptoms of a cosmetic or dermatologic skin condition is described. An effective amount of a poly(hydroxy acid)/polymer conjugate in a pharmaceutically or cosmetically acceptable vehicle is provided. Topical compositions of the conjugates with another cosmetic or dermatological agent, and compounds of the conjugates having attached physiologically active functional groups, are also provided.
    Type: Grant
    Filed: October 30, 1996
    Date of Patent: March 9, 1999
    Assignee: Focal, Inc.
    Inventors: Arthur J. Coury, Luis Z. Avila, Chandrashekhar P. Pathak, Shikha P. Barman
  • 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: 5858746
    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: January 25, 1995
    Date of Patent: January 12, 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, Syed F. A. Hossainy
  • 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: 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: 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: 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: 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: 5763564
    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: March 29, 1996
    Date of Patent: June 9, 1998
    Assignee: Cargill, Incorporated
    Inventors: Patrick Richard Gruber, Jeffrey John Kolstad, Eric Stanley Hall, Robin Sue Eichen Conn, Christopher M. Ryan
  • Patent number: 5747637
    Abstract: A bioabsorbable, ternary block copolymer consisting essentially of (A) polylactic acid segment, (B) poly(.epsilon.-caprolactone) segment and (C) polyglycolic acid segment, preparation process of the block copolymer, and medical molded articles prepared from said block copolymer. The bioabsorbable block copolymer is excellent in mechanical strength and flexibility and has moderate hydrolyzability and is especially utilized for a surgical monofilament suture.
    Type: Grant
    Filed: August 28, 1996
    Date of Patent: May 5, 1998
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Hosei Shinoda, Masanobu Ajioka, Kimitaka Chida
  • Patent number: 5747603
    Abstract: Difunctional, hydroxyl-terminated polymers in which the terminal hydroxyl group is non-primary or hindered are end-capped to provide unhindered, primary, terminal hydroxyl groups which promote an improved cure and improved mechanical properties of the cured elastomer. End-capping chemicals have an hydroxyl-reactive group at one end and a group at the other end which is removable to provide a primary, unhindered hydroxyl group. Short-chain, hydroxyl-terminated polymers are chain-extended with a diisocyanate.
    Type: Grant
    Filed: May 19, 1987
    Date of Patent: May 5, 1998
    Assignee: Thiokol Corporation
    Inventors: Jerald C. Hinshaw, R. Scott Hamilton