GB779291A - Process for the production of polyesters of high molecular weight - Google Patents

Process for the production of polyesters of high molecular weight

Info

Publication number
GB779291A
GB779291A GB267855A GB267855A GB779291A GB 779291 A GB779291 A GB 779291A GB 267855 A GB267855 A GB 267855A GB 267855 A GB267855 A GB 267855A GB 779291 A GB779291 A GB 779291A
Authority
GB
United Kingdom
Prior art keywords
acid
oxide
higher
lactic acid
polymerizing
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
Application number
GB267855A
Original Assignee
Johannes Kleine
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
Priority to DE201054X priority Critical
Priority to DEK20953A priority patent/DE1153902B/en
Application filed by Johannes Kleine filed Critical Johannes Kleine
Publication of GB779291A publication Critical patent/GB779291A/en
Application status is Expired legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/06Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
    • C08G63/08Lactones or lactides

Abstract

Polyesters are made by polymerizing optically active lactic acid or a polylactide-forming derivative thereof (e.g. lactide or an ester of lactic acid with a monohydric alcohol) which contains not more than 20 per cent of the oppositely rotating component. The resulting polylactides are optically active and have a higher molecular weight (e.g. greater than 5000) and a higher melting point (e.g. 90-140 DEG C. or higher) than previously known polylactides. Polymerization is effected at 100-250 DEG C., preferably in the absence of oxygen and may be effected in presence of a solvent or entraining agent, e.g. benzene or toluene. When polymerizing lactic acid, catalysts which may be used are sodium bicarbonate, magnesium oxide, zinc oxide, lead oxide, zinc, lead, lead acetate, p-toluene sulphonic acid, sulphuric acid or boric acid. When polymerizing lactide, catalysts which may be used are metals of the 2nd sub-group or the 4th main group of the periodic system or their oxides, hydroxides, acetates, lactates or carbonates; also magnesium, magnesium oxide, titanium dioxide, lanthanum oxide, antimony oxide, bismuth acetate, uranyl acetate, manganese lactate, p-toluene sulphonic acid, halides of metals of the 2nd sub-group of the periodic system or bicarbonates of metals of the 1st main group of the periodic system. When polymerizing lactides, small amounts of free acids (e.g. lactic acid) or trivalent or higher valent metals (e.g. aluminium, chromium or manganese) or their salts (e.g. aluminium lactate) may be added in addition to the catalyst (e.g. lead oxide). Polymerization of the lactic acid or polylactide-forming derivative may also be effected in presence of other polyester forming components (e.g. glycollic acid, glycollide or adipic acid and ethylene glycol) or chain-breaking agents (e.g. benzoic acid, cyclohexylamine or glycerine). The crude polylactide may be purified or separated from low molecular weight material by an extraction method or by dissolving it in a solvent, e.g. chloroform and precipitating the pure polylactide by adding cold methanol. Some of the polylactides are soluble in chloroform, methylene chloride, acetone, toluene or benzene. They may be used in the manufacture of coating materials, moulded articles and foils and may be modified with drying oils, furfural or trivalent or higher-valent metal salts. Specification 755,447 is referred to.
GB267855A 1954-10-20 1955-01-28 Process for the production of polyesters of high molecular weight Expired GB779291A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE201054X 1954-10-20
DEK20953A DE1153902B (en) 1954-10-20 1954-10-20 A process for the preparation of optically active polyesters

Publications (1)

Publication Number Publication Date
GB779291A true GB779291A (en) 1957-07-17

Family

ID=25758774

Family Applications (1)

Application Number Title Priority Date Filing Date
GB267855A Expired GB779291A (en) 1954-10-20 1955-01-28 Process for the production of polyesters of high molecular weight

Country Status (6)

Country Link
BE (1) BE534967A (en)
CH (1) CH346027A (en)
DE (1) DE1153902B (en)
FR (1) FR1139215A (en)
GB (1) GB779291A (en)
NL (2) NL99836C (en)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3636956A (en) * 1970-05-13 1972-01-25 Ethicon Inc Polylactide sutures
US3797499A (en) * 1970-05-13 1974-03-19 Ethicon Inc Polylactide fabric graphs for surgical implantation
US4744365A (en) * 1986-07-17 1988-05-17 United States Surgical Corporation Two-phase compositions for absorbable surgical devices
US5124103A (en) * 1984-03-06 1992-06-23 United States Surgical Corporation Two phase compositions for absorbable surgical devices
US5180765A (en) * 1988-08-08 1993-01-19 Biopak Technology, Ltd. Biodegradable packaging thermoplastics from lactides
US5403347A (en) * 1993-05-27 1995-04-04 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US5424346A (en) * 1988-08-08 1995-06-13 Ecopol, Llc Biodegradable replacement of crystal polystyrene
US5431679A (en) * 1994-03-10 1995-07-11 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US5447100A (en) * 1991-02-08 1995-09-05 United States Surgical Corporation Apparatus for calendering sutures in orthogonal directions
US5475063A (en) * 1991-02-12 1995-12-12 United States Surgical Corporation Blends of glycolide and/or lactide polymers and caprolactone and/or trimethylene carbonate polymers and absorbable surgical devices made
US5502158A (en) * 1988-08-08 1996-03-26 Ecopol, Llc Degradable polymer composition
US5522841A (en) * 1993-05-27 1996-06-04 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US5618313A (en) * 1994-10-11 1997-04-08 United States Surgical Corporation Absorbable polymer and surgical articles fabricated therefrom
US5760118A (en) * 1988-08-08 1998-06-02 Chronopol, Inc. End use applications of biodegradable polymers
US5997568A (en) * 1996-01-19 1999-12-07 United States Surgical Corporation Absorbable polymer blends and surgical articles fabricated therefrom
US6007565A (en) * 1997-09-05 1999-12-28 United States Surgical Absorbable block copolymers and surgical articles fabricated therefrom
US6191236B1 (en) 1996-10-11 2001-02-20 United States Surgical Corporation Bioabsorbable suture and method of its manufacture
US6206908B1 (en) 1994-09-16 2001-03-27 United States Surgical Corporation Absorbable polymer and surgical articles fabricated therefrom
US6228954B1 (en) 1991-02-12 2001-05-08 United States Surgical Corporation Blends of glycolide and/or lactide polymers and caprolactone and/or trimethylene carbonate polymers and absorabable surgical devices made therefrom
US6277927B1 (en) 1997-11-26 2001-08-21 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US6546188B1 (en) 1998-01-16 2003-04-08 Sony Corporation Editing system and editing method
US6716932B2 (en) 2000-08-16 2004-04-06 Tyco Healthcare Group Lp High consistency absorbable polymeric resin
EP2036582A1 (en) 1994-07-22 2009-03-18 United States Surgical Corporation Biobsorbable branched polymers containing units derived from dioxanone and medical/surgical devices manufactured therefrom
US20130116399A1 (en) * 2010-05-14 2013-05-09 List Holding Ag Method for carrying out polymerisation processes

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT570056A (en) * 1956-04-13
IT570070A (en) * 1956-04-13
BE556561A (en) * 1956-04-13
DE1228416B (en) * 1957-03-04 1966-11-10 Boehringer Sohn Ingelheim A process for the preparation of polyesters
NL9001641A (en) * 1990-07-19 1992-02-17 Stamicarbon A process for making polymeric products of cyclic esters.

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3797499A (en) * 1970-05-13 1974-03-19 Ethicon Inc Polylactide fabric graphs for surgical implantation
US3636956A (en) * 1970-05-13 1972-01-25 Ethicon Inc Polylactide sutures
US5124103A (en) * 1984-03-06 1992-06-23 United States Surgical Corporation Two phase compositions for absorbable surgical devices
US4744365A (en) * 1986-07-17 1988-05-17 United States Surgical Corporation Two-phase compositions for absorbable surgical devices
US5424346A (en) * 1988-08-08 1995-06-13 Ecopol, Llc Biodegradable replacement of crystal polystyrene
US5180765A (en) * 1988-08-08 1993-01-19 Biopak Technology, Ltd. Biodegradable packaging thermoplastics from lactides
US5760118A (en) * 1988-08-08 1998-06-02 Chronopol, Inc. End use applications of biodegradable polymers
US5502158A (en) * 1988-08-08 1996-03-26 Ecopol, Llc Degradable polymer composition
US5540773A (en) * 1991-02-08 1996-07-30 United States Surgical Corporation Apparatus for calendering and coating/filling sutures
US5447100A (en) * 1991-02-08 1995-09-05 United States Surgical Corporation Apparatus for calendering sutures in orthogonal directions
US5475063A (en) * 1991-02-12 1995-12-12 United States Surgical Corporation Blends of glycolide and/or lactide polymers and caprolactone and/or trimethylene carbonate polymers and absorbable surgical devices made
US6228954B1 (en) 1991-02-12 2001-05-08 United States Surgical Corporation Blends of glycolide and/or lactide polymers and caprolactone and/or trimethylene carbonate polymers and absorabable surgical devices made therefrom
US5522841A (en) * 1993-05-27 1996-06-04 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US5554170A (en) * 1993-05-27 1996-09-10 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US5403347A (en) * 1993-05-27 1995-04-04 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US5431679A (en) * 1994-03-10 1995-07-11 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
EP2301597A1 (en) 1994-07-22 2011-03-30 United States Surgical Corporation Bioabsorbable branched polymers containing units derived from dioxanone and medical/surgical devices manufactured therefrom
EP2036582A1 (en) 1994-07-22 2009-03-18 United States Surgical Corporation Biobsorbable branched polymers containing units derived from dioxanone and medical/surgical devices manufactured therefrom
US6206908B1 (en) 1994-09-16 2001-03-27 United States Surgical Corporation Absorbable polymer and surgical articles fabricated therefrom
US5618313A (en) * 1994-10-11 1997-04-08 United States Surgical Corporation Absorbable polymer and surgical articles fabricated therefrom
US5997568A (en) * 1996-01-19 1999-12-07 United States Surgical Corporation Absorbable polymer blends and surgical articles fabricated therefrom
US6191236B1 (en) 1996-10-11 2001-02-20 United States Surgical Corporation Bioabsorbable suture and method of its manufacture
US6136018A (en) * 1997-09-05 2000-10-24 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US6007565A (en) * 1997-09-05 1999-12-28 United States Surgical Absorbable block copolymers and surgical articles fabricated therefrom
US6277927B1 (en) 1997-11-26 2001-08-21 United States Surgical Corporation Absorbable block copolymers and surgical articles fabricated therefrom
US6546188B1 (en) 1998-01-16 2003-04-08 Sony Corporation Editing system and editing method
US6716932B2 (en) 2000-08-16 2004-04-06 Tyco Healthcare Group Lp High consistency absorbable polymeric resin
US20130116399A1 (en) * 2010-05-14 2013-05-09 List Holding Ag Method for carrying out polymerisation processes

Also Published As

Publication number Publication date
CH346027A (en) 1960-04-30
DE1153902B (en) 1963-09-05
BE534967A (en)
FR1139215A (en) 1957-06-26
NL194039A (en)
NL99836C (en)

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