CA2215281C - Improved synthesis of tyrosine-derived diphenol monomers - Google Patents

Improved synthesis of tyrosine-derived diphenol monomers Download PDF

Info

Publication number
CA2215281C
CA2215281C CA002215281A CA2215281A CA2215281C CA 2215281 C CA2215281 C CA 2215281C CA 002215281 A CA002215281 A CA 002215281A CA 2215281 A CA2215281 A CA 2215281A CA 2215281 C CA2215281 C CA 2215281C
Authority
CA
Canada
Prior art keywords
water
diphenol
carbodiimide
organic phase
immiscible organic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
CA002215281A
Other languages
English (en)
French (fr)
Other versions
CA2215281A1 (en
Inventor
Joachim B. Kohn
Kimberly Ann Hooper
Stephen J. Brocchini
Arthur L. Schwartz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rutgers State University of New Jersey
Original Assignee
Rutgers State University of New Jersey
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rutgers State University of New Jersey filed Critical Rutgers State University of New Jersey
Publication of CA2215281A1 publication Critical patent/CA2215281A1/en
Application granted granted Critical
Publication of CA2215281C publication Critical patent/CA2215281C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/44—Polyester-amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6856—Dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/04—Aromatic polycarbonates
    • C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
    • C08G64/08—Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen
    • C08G64/12—Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen containing nitrogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA002215281A 1995-03-31 1996-03-29 Improved synthesis of tyrosine-derived diphenol monomers Expired - Lifetime CA2215281C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/414,339 1995-03-31
US08/414,339 US5587507A (en) 1995-03-31 1995-03-31 Synthesis of tyrosine derived diphenol monomers
PCT/US1996/004387 WO1996030331A1 (en) 1995-03-31 1996-03-29 Improved synthesis of tyrosine-derived diphenol monomers

Publications (2)

Publication Number Publication Date
CA2215281A1 CA2215281A1 (en) 1996-10-03
CA2215281C true CA2215281C (en) 2004-02-24

Family

ID=23641027

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002215281A Expired - Lifetime CA2215281C (en) 1995-03-31 1996-03-29 Improved synthesis of tyrosine-derived diphenol monomers

Country Status (5)

Country Link
US (3) US5587507A (enExample)
EP (1) EP0824513B1 (enExample)
CA (1) CA2215281C (enExample)
DE (1) DE69609415T2 (enExample)
WO (1) WO1996030331A1 (enExample)

Families Citing this family (138)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6048521A (en) * 1997-11-07 2000-04-11 Rutgers, The State University Copolymers of tyrosine-based polyarlates and poly(alkylene oxides)
US6120491A (en) 1997-11-07 2000-09-19 The State University Rutgers Biodegradable, anionic polymers derived from the amino acid L-tyrosine
US6319492B1 (en) * 1996-11-27 2001-11-20 Rutgers, The State University Copolymers of tyrosine-based polyarylates and poly(alkylene oxides)
WO1998036013A1 (en) * 1997-02-18 1998-08-20 Rutgers, The State University Monomers derived from hydroxy acids and polymers prepared therefrom
DE69817820T2 (de) * 1997-06-27 2004-07-15 Integra Lifesciences I, Ltd. Zwei-phasen polymerisationsverfahren
US7514074B2 (en) 1997-07-14 2009-04-07 Osiris Therapeutics, Inc. Cardiac muscle regeneration using mesenchymal stem cells
EP1036057B1 (en) * 1997-11-07 2005-10-19 Rutgers, The State University Radio-opaque polymer biomaterials
US6602497B1 (en) 1997-11-07 2003-08-05 Rutgers, The State University Strictly alternating poly(alkylene oxide ether) copolymers
US6623521B2 (en) 1998-02-17 2003-09-23 Md3, Inc. Expandable stent with sliding and locking radial elements
US7713297B2 (en) * 1998-04-11 2010-05-11 Boston Scientific Scimed, Inc. Drug-releasing stent with ceramic-containing layer
WO1999052962A1 (en) * 1998-04-13 1999-10-21 Rutgers, The State University The construction of copolymer libraries
US8133421B2 (en) * 1999-02-23 2012-03-13 Warsaw Orthopedic, Inc. Methods of making shaped load-bearing osteoimplant
US20070233272A1 (en) * 1999-02-23 2007-10-04 Boyce Todd M Shaped load-bearing osteoimplant and methods of making same
US6103255A (en) * 1999-04-16 2000-08-15 Rutgers, The State University Porous polymer scaffolds for tissue engineering
CA2395892C (en) * 1999-12-31 2014-06-03 Rutgers, The State University Pharmaceutical formulation composed of a polymer blend and an active compound for time-controlled release
US7521061B2 (en) * 1999-12-31 2009-04-21 Rutgers, The State University Of New Jersey Pharmaceutical formulation for regulating the timed release of biologically active compounds based on a polymer matrix
CA2396037A1 (en) * 1999-12-31 2001-07-12 Rutgers, The State University Pharmaceutical formulation for regulating the timed release of biologically active compounds based on a polymer matrix
CA2453050A1 (en) 2000-09-06 2002-03-14 A.P. Pharma, Inc. Degradable polyacetal polymers
AU2002345328A1 (en) 2001-06-27 2003-03-03 Remon Medical Technologies Ltd. Method and device for electrochemical formation of therapeutic species in vivo
AU2003234231A1 (en) * 2002-04-24 2003-11-10 Rutgers New polyarylates for drug delivery and tissue engineering
EP1504046B1 (en) * 2002-05-15 2006-07-12 Rutgers, The State University Tri-block polymers for nanosphere-based drug or gene delivery
US8591951B2 (en) * 2002-05-15 2013-11-26 Joachim B. Kohn Tri-block copolymers for nanosphere-based drug delivery
US20060182752A1 (en) * 2003-05-15 2006-08-17 Rutgers, The State University Tri-block polymers for nanosphere-based drug or gene delivery
US20050251267A1 (en) * 2004-05-04 2005-11-10 John Winterbottom Cell permeable structural implant
US9107751B2 (en) 2002-12-12 2015-08-18 Warsaw Orthopedic, Inc. Injectable and moldable bone substitute materials
US6916868B2 (en) * 2003-01-23 2005-07-12 Integra Lifesciences Corporation Selective modification of pendent functionalities of polymers
US7488343B2 (en) * 2003-09-16 2009-02-10 Boston Scientific Scimed, Inc. Medical devices
RU2373958C2 (ru) 2003-09-25 2009-11-27 Рутгерс, Дзе Стейт Юниверсити Полимерные по существу рентгеноконтрастные продукты для эмболотерапии
US7368169B2 (en) * 2003-12-01 2008-05-06 Rutgers, The State University Of New Jersey Hydrazide compounds with angiogenic activity
WO2005062868A2 (en) 2003-12-19 2005-07-14 Osteotech, Inc. Tissue-derived mesh for orthopedic regeneration
CA2555026A1 (en) * 2004-01-30 2005-08-18 Osteotech, Inc. Stacking implants for spinal fusion
US8137397B2 (en) 2004-02-26 2012-03-20 Boston Scientific Scimed, Inc. Medical devices
US20060100696A1 (en) * 2004-11-10 2006-05-11 Atanasoska Ljiljana L Medical devices and methods of making the same
US8703113B2 (en) * 2004-07-08 2014-04-22 Reva Medical Inc. Side-chain crystallizable polymers for medical applications
JP5107706B2 (ja) * 2004-07-08 2012-12-26 レヴァ メディカル、 インコーポレイテッド 医療用途向けの側鎖結晶性ポリマー
US7763065B2 (en) 2004-07-21 2010-07-27 Reva Medical, Inc. Balloon expandable crush-recoverable stent device
US20060034769A1 (en) * 2004-08-13 2006-02-16 Rutgers, The State University Radiopaque polymeric stents
EP1955716B1 (en) 2004-08-13 2014-04-30 Rutgers, The State University Radiopaque polymeric stents
JP4768736B2 (ja) * 2004-08-13 2011-09-07 レヴァ メディカル、 インコーポレイテッド 多重使用のための本質的に放射線不透過性の生体吸収性ポリマー
EP1923075B1 (en) 2004-08-13 2015-11-11 Rutgers, The State University Radiopaque polymeric stents
US8292944B2 (en) 2004-12-17 2012-10-23 Reva Medical, Inc. Slide-and-lock stent
US20060276910A1 (en) * 2005-06-01 2006-12-07 Jan Weber Endoprostheses
US9149378B2 (en) 2005-08-02 2015-10-06 Reva Medical, Inc. Axially nested slide and lock expandable device
US7914574B2 (en) 2005-08-02 2011-03-29 Reva Medical, Inc. Axially nested slide and lock expandable device
EP2944666B1 (en) * 2005-11-03 2019-03-06 Tyrx, Inc. Resorbable phenolic polymers
US8007526B2 (en) * 2005-12-01 2011-08-30 Bezwada Biomedical, Llc Difunctionalized aromatic compounds and polymers therefrom
US7935843B2 (en) * 2005-12-09 2011-05-03 Bezwada Biomedical, Llc Functionalized diphenolics and absorbable polymers therefrom
US8840660B2 (en) 2006-01-05 2014-09-23 Boston Scientific Scimed, Inc. Bioerodible endoprostheses and methods of making the same
US8287914B2 (en) 2006-01-12 2012-10-16 Rutgers, The State University Of New Jersey Biomimetic hydroxyapatite synthesis
US8089029B2 (en) 2006-02-01 2012-01-03 Boston Scientific Scimed, Inc. Bioabsorbable metal medical device and method of manufacture
US8591531B2 (en) * 2006-02-08 2013-11-26 Tyrx, Inc. Mesh pouches for implantable medical devices
US8315700B2 (en) * 2006-02-08 2012-11-20 Tyrx, Inc. Preventing biofilm formation on implantable medical devices
JP5367692B2 (ja) 2006-02-08 2013-12-11 タイレックス・インコーポレイテッド 一時的補剛メッシュ補綴具
US20070224235A1 (en) 2006-03-24 2007-09-27 Barron Tenney Medical devices having nanoporous coatings for controlled therapeutic agent delivery
US8187620B2 (en) 2006-03-27 2012-05-29 Boston Scientific Scimed, Inc. Medical devices comprising a porous metal oxide or metal material and a polymer coating for delivering therapeutic agents
EP2010597B1 (en) * 2006-04-07 2015-06-17 The University of Queensland Porous polymer blend structures
US8222308B2 (en) * 2006-04-07 2012-07-17 The University Of Queensland Porous polymer structures
US8048150B2 (en) 2006-04-12 2011-11-01 Boston Scientific Scimed, Inc. Endoprosthesis having a fiber meshwork disposed thereon
US8815275B2 (en) 2006-06-28 2014-08-26 Boston Scientific Scimed, Inc. Coatings for medical devices comprising a therapeutic agent and a metallic material
EP2044142A2 (en) * 2006-06-29 2009-04-08 Medtronic, Inc. Poly(orthoester) polymers, and methods of making and using same
JP2009542359A (ja) 2006-06-29 2009-12-03 ボストン サイエンティフィック リミテッド 選択的被覆部を備えた医療装置
WO2008017028A2 (en) 2006-08-02 2008-02-07 Boston Scientific Scimed, Inc. Endoprosthesis with three-dimensional disintegration control
CA2662808A1 (en) 2006-09-14 2008-03-20 Boston Scientific Limited Medical devices with drug-eluting coating
EP2959925B1 (en) 2006-09-15 2018-08-29 Boston Scientific Limited Medical devices and methods of making the same
WO2008034030A2 (en) * 2006-09-15 2008-03-20 Boston Scientific Limited Magnetized bioerodible endoprosthesis
EP2076296A2 (en) 2006-09-15 2009-07-08 Boston Scientific Scimed, Inc. Endoprosthesis with adjustable surface features
ATE517590T1 (de) 2006-09-15 2011-08-15 Boston Scient Ltd Biologisch erodierbare endoprothesen
US8128689B2 (en) 2006-09-15 2012-03-06 Boston Scientific Scimed, Inc. Bioerodible endoprosthesis with biostable inorganic layers
EP2081616B1 (en) 2006-09-15 2017-11-01 Boston Scientific Scimed, Inc. Bioerodible endoprostheses and methods of making the same
WO2008036548A2 (en) 2006-09-18 2008-03-27 Boston Scientific Limited Endoprostheses
CA2664682C (en) 2006-10-17 2012-12-04 Reva Medical, Inc. N-substituted monomers and polymers
EP2079416A4 (en) * 2006-10-30 2012-06-27 Univ Rutgers ELECTROSPIN MATRICES FOR DISPENSING HYDROPHILIC AND LIPOPHILLE COMPOUNDS
CA2667873A1 (en) 2006-11-06 2008-10-23 Tyrx Pharma, Inc. Mesh pouches for implantable medical devices
US9023114B2 (en) 2006-11-06 2015-05-05 Tyrx, Inc. Resorbable pouches for implantable medical devices
US7981150B2 (en) 2006-11-09 2011-07-19 Boston Scientific Scimed, Inc. Endoprosthesis with coatings
US8728170B1 (en) 2006-12-28 2014-05-20 Boston Scientific Scimed, Inc. Bioerodible nano-fibrous and nano-porous conductive composites
JP5355418B2 (ja) 2006-12-28 2013-11-27 ボストン サイエンティフィック リミテッド 生侵食性内部人工器官、及び該生侵食性内部人工器官を製造する方法
US7704275B2 (en) 2007-01-26 2010-04-27 Reva Medical, Inc. Circumferentially nested expandable device
NZ578693A (en) 2007-01-31 2011-08-26 Univ Rutgers Controlled release of actives in skin
US8070797B2 (en) 2007-03-01 2011-12-06 Boston Scientific Scimed, Inc. Medical device with a porous surface for delivery of a therapeutic agent
US8431149B2 (en) 2007-03-01 2013-04-30 Boston Scientific Scimed, Inc. Coated medical devices for abluminal drug delivery
CA2682190C (en) * 2007-03-29 2015-01-27 Tyrx Pharma, Inc. Biodegradable, polymer coverings for breast implants
US8067054B2 (en) 2007-04-05 2011-11-29 Boston Scientific Scimed, Inc. Stents with ceramic drug reservoir layer and methods of making and using the same
CA2853772C (en) * 2007-05-02 2016-08-09 Tyrx, Inc. Dihydroxybenzoate polymers and uses thereof
US7976915B2 (en) 2007-05-23 2011-07-12 Boston Scientific Scimed, Inc. Endoprosthesis with select ceramic morphology
US7942926B2 (en) 2007-07-11 2011-05-17 Boston Scientific Scimed, Inc. Endoprosthesis coating
US8002823B2 (en) 2007-07-11 2011-08-23 Boston Scientific Scimed, Inc. Endoprosthesis coating
WO2009012353A2 (en) 2007-07-19 2009-01-22 Boston Scientific Limited Endoprosthesis having a non-fouling surface
US8815273B2 (en) 2007-07-27 2014-08-26 Boston Scientific Scimed, Inc. Drug eluting medical devices having porous layers
US7931683B2 (en) 2007-07-27 2011-04-26 Boston Scientific Scimed, Inc. Articles having ceramic coated surfaces
WO2009018340A2 (en) 2007-07-31 2009-02-05 Boston Scientific Scimed, Inc. Medical device coating by laser cladding
WO2009020520A1 (en) 2007-08-03 2009-02-12 Boston Scientific Scimed, Inc. Coating for medical device having increased surface area
US8052745B2 (en) 2007-09-13 2011-11-08 Boston Scientific Scimed, Inc. Endoprosthesis
US7938855B2 (en) 2007-11-02 2011-05-10 Boston Scientific Scimed, Inc. Deformable underlayer for stent
US8216632B2 (en) 2007-11-02 2012-07-10 Boston Scientific Scimed, Inc. Endoprosthesis coating
US8029554B2 (en) 2007-11-02 2011-10-04 Boston Scientific Scimed, Inc. Stent with embedded material
EP2211773A4 (en) 2007-11-30 2015-07-29 Reva Medical Inc AXIAL-RADIAL NESTED EXPANDABLE DEVICE
US20090192554A1 (en) * 2008-01-29 2009-07-30 Confluent Surgical, Inc. Bioabsorbable block copolymer
CN101977886B (zh) 2008-02-21 2014-10-15 拉特格斯,新泽西州立大学 用于治疗眼病的组合物和方法
CN101959929B (zh) * 2008-03-27 2013-05-01 泰尔茂株式会社 生物体吸收性材料及使用其的生物体内留置物
US8956642B2 (en) 2008-04-18 2015-02-17 Medtronic, Inc. Bupivacaine formulation in a polyorthoester carrier
US8940315B2 (en) 2008-04-18 2015-01-27 Medtronic, Inc. Benzodiazepine formulation in a polyorthoester carrier
EP2271380B1 (en) 2008-04-22 2013-03-20 Boston Scientific Scimed, Inc. Medical devices having a coating of inorganic material
US8932346B2 (en) 2008-04-24 2015-01-13 Boston Scientific Scimed, Inc. Medical devices having inorganic particle layers
US7998192B2 (en) 2008-05-09 2011-08-16 Boston Scientific Scimed, Inc. Endoprostheses
EP2296579B1 (en) 2008-06-02 2019-11-06 Rutgers, the State University of New Jersey Tissue engineered fibrocartilage replacement
US8236046B2 (en) 2008-06-10 2012-08-07 Boston Scientific Scimed, Inc. Bioerodible endoprosthesis
EP2303350A2 (en) 2008-06-18 2011-04-06 Boston Scientific Scimed, Inc. Endoprosthesis coating
US8652525B2 (en) * 2008-07-10 2014-02-18 Tyrx, Inc. NSAID delivery from polyarylates
US7985252B2 (en) 2008-07-30 2011-07-26 Boston Scientific Scimed, Inc. Bioerodible endoprosthesis
CA2737769C (en) 2008-09-22 2014-02-04 Arthur Schwartz Linear polyesteramides from aminophenolic esters
US8382824B2 (en) 2008-10-03 2013-02-26 Boston Scientific Scimed, Inc. Medical implant having NANO-crystal grains with barrier layers of metal nitrides or fluorides
WO2010042879A2 (en) 2008-10-10 2010-04-15 Reva Medical, Inc. Expandable slide and lock stent
CA2737764C (en) 2008-10-11 2019-02-26 Rutgers, The State University Of New Jersey Biocompatible polymers for medical devices
US8231980B2 (en) 2008-12-03 2012-07-31 Boston Scientific Scimed, Inc. Medical implants including iridium oxide
EP2403546A2 (en) 2009-03-02 2012-01-11 Boston Scientific Scimed, Inc. Self-buffering medical implants
US8071156B2 (en) 2009-03-04 2011-12-06 Boston Scientific Scimed, Inc. Endoprostheses
US8287937B2 (en) 2009-04-24 2012-10-16 Boston Scientific Scimed, Inc. Endoprosthese
US9839628B2 (en) 2009-06-01 2017-12-12 Tyrx, Inc. Compositions and methods for preventing sternal wound infections
US8415449B2 (en) 2009-07-31 2013-04-09 Rutgers, The State University Of New Jersey Bioresorbable polymers synthesized from monomer analogs of natural metabolites
US8409279B2 (en) 2009-10-01 2013-04-02 Lipose Corporation Breast implant implantation method and apparatus
EP3461855B1 (en) 2009-10-11 2020-05-27 Rutgers, The State University of New Jersey Biocompatible polymers for medical devices
WO2011119573A1 (en) 2010-03-23 2011-09-29 Boston Scientific Scimed, Inc. Surface treated bioerodible metal endoprostheses
US8523936B2 (en) 2010-04-10 2013-09-03 Reva Medical, Inc. Expandable slide and lock stent
JP6031033B2 (ja) 2010-08-25 2016-11-24 タイレックス・インコーポレイテッドＴｙｒｘ Ｉｎｃ． 医療デバイスの新規なコーティング
US8883861B2 (en) 2010-11-01 2014-11-11 Rutgers, The State University Of New Jersey Iminic monomers and polymers thereof
JP6397190B2 (ja) 2010-11-12 2018-09-26 タイレックス・インコーポレイテッドＴｙｒｘ Ｉｎｃ． 有効医薬品成分を含む固着装置
EP2734248B1 (en) 2011-07-20 2018-10-17 Tyrx, Inc. Drug eluting mesh to prevent infection of indwelling transdermal devices
US11472918B2 (en) 2012-02-03 2022-10-18 Rutgers, The State University Of New Jersey Polymeric biomaterials derived from phenolic monomers and their medical uses
EP3312155B1 (en) 2012-02-03 2020-08-05 Rutgers, The State University of New Jersey Polymeric biomaterials derived from phenolic monomers and their medical uses
WO2014137454A1 (en) 2013-03-07 2014-09-12 Tyrx, Inc. Methods and compositions to inhibit the assemblage of microbial cells irreversibly associated with surfaces of medical devices
US9408732B2 (en) 2013-03-14 2016-08-09 Reva Medical, Inc. Reduced-profile slide and lock stent
CN105431178A (zh) 2013-11-08 2016-03-23 泰尔克斯公司 用于防止手术切口部位感染的抗微生物组合物及方法
EP3237487B1 (en) 2014-12-23 2021-02-17 Rutgers, the State University of New Jersey Biocompatible iodinated diphenol monomers and polymers
US10774030B2 (en) 2014-12-23 2020-09-15 Rutgers, The State University Of New Jersey Polymeric biomaterials derived from phenolic monomers and their medical uses
US11058653B2 (en) 2016-10-26 2021-07-13 Washington University Compositions comprising desaminotyrosine and uses thereof to enhance type I interferon stimulation
EP3579790A4 (en) 2017-02-13 2020-12-23 Rutgers, The State University of New Jersey POLYMERIC FILAMENT REINFORCED SCAFFOLDING FOR PARTIAL MENISK REGENERATION
US10442757B2 (en) * 2017-06-07 2019-10-15 Medtronic, Inc. Synthesis of tyrosine derived diphenol monomers

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4638045A (en) * 1985-02-19 1987-01-20 Massachusetts Institute Of Technology Non-peptide polyamino acid bioerodible polymers
US4980449A (en) 1988-07-14 1990-12-25 Rutgers, The State University Polyiminocarbonate synthesis
US5099060A (en) * 1990-06-12 1992-03-24 Rutgers, The State University Of New Jersey Synthesis of amino acid-derived bioerodible polymers
US5216115A (en) * 1990-06-12 1993-06-01 Rutgers, The State University Of New Jersey Polyarylate containing derivatives of the natural amino acid L-tyrosine
US5198507A (en) * 1990-06-12 1993-03-30 Rutgers, The State University Of New Jersey Synthesis of amino acid-derived bioerodible polymers
IE921942A1 (en) * 1992-06-16 1993-12-29 Gary A Siwruk John S Eynon Liquid phase synthesis of peptides and peptide derivatives

Also Published As

Publication number Publication date
WO1996030331A1 (en) 1996-10-03
EP0824513B1 (en) 2000-07-19
EP0824513A1 (en) 1998-02-25
US5670602A (en) 1997-09-23
CA2215281A1 (en) 1996-10-03
US5587507A (en) 1996-12-24
DE69609415D1 (de) 2000-08-24
EP0824513A4 (enExample) 1998-02-25
DE69609415T2 (de) 2001-01-25
USRE37795E1 (en) 2002-07-16

Similar Documents

Publication Publication Date Title
CA2215281C (en) Improved synthesis of tyrosine-derived diphenol monomers
USRE37160E1 (en) Synthesis of tyrosine derived diphenol monomers
AU670821B2 (en) Polyarylates containing derivatives of the natural amino acid L-tyrosine
US5317077A (en) Polyarylates containing derivatives of the natural amino acid l-tyrosine
CA2281614C (en) Monomers derived from hydroxy acids and polymers prepared therefrom
US5010167A (en) Poly(amide-and imide-co-anhydride) for biological application
US4600765A (en) Melt processable optically anisotropic polymers
EP0071447A1 (en) Polyester of 6-hydroxy-4-naphthoic acid, 4-hydroxy benzoic acid, 1-4-cyclohexanedicarboxylic acid, and aromatic diol capable of readily undergoing melt processing to form articles possessing high impact properties
US8329853B2 (en) Process for the preparation of poly-α-glutamic acid and derivatives thereof
AU697536B2 (en) Improved synthesis of tyrosine-derived diphenol monomers
WO2007022193A2 (en) Process for the preparation of copolymer-1
KR20010020536A (ko) 이상 중합 방법
SE453492C (sv) Förfarande för framställning av D-2-(6-metoxi-2-naftyl)- propionsyra
FI83074C (fi) Nytt foerfarande foer optisk separering av racemiska blandningar av -naftylpropionsyror.
EP2027145B1 (en) A process for the preparation of poly-alfa-glutamic acid and derivatives thereof
CA1298432C (en) PROCESS FOR SEPARATION OF N-PROTECTED- .alpha. L-ASPARTYL- L-PHENYLALANINES
EP0792868B1 (en) Process for the production of phenol derivatives
EP0433708A2 (en) Thermotropic polyesteramides
EP2364992A1 (en) A process for the preparation of poly-alfa-glutamic acid and derivatives thereof
WO1991017137A1 (en) Novel monomers and process to synthesize liquid crystalline polyesters
WO2008105759A1 (en) Methods for synthesis of modified peptides
EP0364016A1 (en) Polyphosphazene polymers and their preparation
HK1129687B (en) A process for the preparation of poly-alfa-glutamic acid and derivatives thereof

Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry

Effective date: 20160329