GB779291A - Process for the production of polyesters of high molecular weight - Google Patents
Process for the production of polyesters of high molecular weightInfo
- Publication number
- GB779291A GB779291A GB2678/55A GB267855A GB779291A GB 779291 A GB779291 A GB 779291A GB 2678/55 A GB2678/55 A GB 2678/55A GB 267855 A GB267855 A GB 267855A GB 779291 A GB779291 A GB 779291A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- oxide
- lactic acid
- polylactide
- 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
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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
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.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE201054X | 1954-10-20 | ||
DEK20953A DE1153902B (en) | 1954-10-20 | 1954-10-20 | Process for the production 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 |
---|---|---|---|
GB2678/55A 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) | NL194039A (en) |
Cited By (26)
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 |
US4045418A (en) | 1975-01-28 | 1977-08-30 | Gulf Oil Corporation | Copolymers of D,L-lactide and epsilon caprolactone |
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 |
JPH072985A (en) * | 1993-06-18 | 1995-01-06 | Mitsui Toatsu Chem Inc | Production of poly(hydroxy carboxylic acid) |
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)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT570070A (en) * | 1956-04-13 | |||
BE556561A (en) * | 1956-04-13 | |||
BE556556A (en) * | 1956-04-13 | |||
DE1228416B (en) * | 1957-03-04 | 1966-11-10 | Boehringer Sohn Ingelheim | Process for the production of polyesters |
NL9001641A (en) * | 1990-07-19 | 1992-02-17 | Stamicarbon | METHOD FOR MAKING POLYMERIC PRODUCTS FROM CYCLIC ESTERS. |
-
0
- NL NL99836D patent/NL99836C/xx active
- NL NL194039D patent/NL194039A/xx unknown
- BE BE534967D patent/BE534967A/xx unknown
-
1954
- 1954-10-20 DE DEK20953A patent/DE1153902B/en active Pending
-
1955
- 1955-01-14 CH CH346027D patent/CH346027A/en unknown
- 1955-01-27 FR FR1139215D patent/FR1139215A/en not_active Expired
- 1955-01-28 GB GB2678/55A patent/GB779291A/en not_active Expired
Cited By (30)
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 |
US4045418A (en) | 1975-01-28 | 1977-08-30 | Gulf Oil Corporation | Copolymers of D,L-lactide and epsilon caprolactone |
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 |
US5760118A (en) * | 1988-08-08 | 1998-06-02 | Chronopol, Inc. | End use applications of biodegradable polymers |
US5180765A (en) * | 1988-08-08 | 1993-01-19 | Biopak Technology, Ltd. | Biodegradable packaging thermoplastics from lactides |
US5424346A (en) * | 1988-08-08 | 1995-06-13 | Ecopol, Llc | Biodegradable replacement of crystal polystyrene |
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 |
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 |
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 |
US5403347A (en) * | 1993-05-27 | 1995-04-04 | 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 |
US5522841A (en) * | 1993-05-27 | 1996-06-04 | United States Surgical Corporation | Absorbable block copolymers and surgical articles fabricated therefrom |
JPH072985A (en) * | 1993-06-18 | 1995-01-06 | Mitsui Toatsu Chem Inc | Production of poly(hydroxy carboxylic acid) |
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 |
---|---|
NL99836C (en) | |
CH346027A (en) | 1960-04-30 |
FR1139215A (en) | 1957-06-26 |
DE1153902B (en) | 1963-09-05 |
NL194039A (en) | |
BE534967A (en) |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB779291A (en) | Process for the production of polyesters of high molecular weight | |
US3194791A (en) | Tin salts catalysts for polyesterification process | |
JP3753219B2 (en) | Polyester polymerization catalyst, polyester produced using the same, and method for producing polyester | |
GB793907A (en) | Linear polyesters of terephthalic acid and a process of producing them | |
US3245959A (en) | Catalytic copolyesterification | |
US3546320A (en) | Polyalkylene terephthalate molding composition | |
JP4720229B2 (en) | Production method of polyester resin | |
US5610231A (en) | Preparation of thermoplastic polyesters | |
US4105672A (en) | Process for the production of cyclic diesters of dodecanedioic acid | |
US3321444A (en) | Process for the manufacture of high molecular weight linear polyesters | |
GB1327711A (en) | Production of polyesters | |
GB1101168A (en) | Process for the preparation of high polyesters | |
GB755447A (en) | Process for the production of polyesters from six-membered cyclic esters | |
US3329651A (en) | Phenylene antimonate iii polyester catalysts | |
US3337498A (en) | Linear polyesters of 1, 4-bicyclo [2.2.2]octanedimethanol | |
US4065440A (en) | Malonate ester chain coupling of polyesters | |
US2692249A (en) | Aromatic polyesters and the process of producing the same | |
GB825550A (en) | Improvements relating to linear polyesters | |
US2799665A (en) | Organic processes for manufacture of polyether-esters | |
JPH037728A (en) | Production of polyester | |
US4157330A (en) | Process for the production of cyclic diesters of dodecanedioic acid | |
US3576774A (en) | Modification of polyesters with cyclic tris (ethylene terephthalate) | |
US3386960A (en) | Process of preparing polyesters in the presence of a catalytic amount of a praseodymium compound | |
US3220982A (en) | Preparation of spinnable polyesters using thallium catalysts | |
US3118861A (en) | Neodymium oxide as catalyst for preparing esters |