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

Improved synthesis of tyrosine-derived diphenol monomers Download PDF

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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
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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
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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
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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

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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

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  • 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 US5587507A (en) 1995-03-31 1995-03-31 Synthesis of tyrosine derived diphenol monomers
US08/414,339 1995-03-31
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 (OSRAM)
EP (1) EP0824513B1 (OSRAM)
CA (1) CA2215281C (OSRAM)
DE (1) DE69609415T2 (OSRAM)
WO (1) WO1996030331A1 (OSRAM)

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

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