Synthesis and rheology of biodegradable poly(glycolic acid) prepared by melt ring‐opening polymerization of glycolide

Gautier, Estelle; Fuertès, Patrick; Cassagnau, Philippe; Pascault, Jean‐Pierre; Fleury, Étienne

doi:10.1002/pola.23253

Cited by 44 publications

(39 citation statements)

References 36 publications

(60 reference statements)

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“…These values are in very good agreement with literature data ranging from 220 to 228 °C for T m and being around 45 °C for T g . [17][18][19][20] This fi nding is also in good agreement with previous results for PGA from polymerizations in the presence of supercritical CO 2 . [ 3 ] Interestingly, the DSC curves of PGA samples being completely soluble in HFIP do not show a glass transition.…”

Section: Resultssupporting

confidence: 82%

Fast Synthesis of High‐Molecular‐Weight Polyglycolide Using Diphenyl Bismuth Bromide as Catalyst

Schmidt

Beuermann

2014

Macro Chemistry & Physics

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Biodegradable polymers are frequently obtained from ring-opening polymerizations (ROPs). Applications in the biomedical sector require medical-grade materials free of any toxic residues, as well as polymers with well-defi ned properties. Thus, the selection of nontoxic catalysts for ROP, which allow for well-controlled molecular weights, is very important. In this contribution, ROPs of diglycolide are reported by using diphenyl bismuth bromide as catalyst. The reactions are carried out in bulk at temperatures ranging from 130 to 150 °C. The number-average molecular weights are in the range of 20-250 kg mol −1 depending on the reaction temperature and time, as well as the catalyst concentration. The reaction times required to yield diglycolide conversions exceeding 95% are in the range of minutes. The thermal properties such as melting and crystallization temperatures are independent of polymer molecular weight.

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Section: Resultssupporting

confidence: 82%

Fast Synthesis of High‐Molecular‐Weight Polyglycolide Using Diphenyl Bismuth Bromide as Catalyst

Schmidt

Beuermann

2014

Macro Chemistry & Physics

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“…PGA is not soluble in most of the organic solvents due to its very high crystallinity. It is only soluble in fluorous solvents up to 45 000 g/mol molecular weight …”

Section: Introductionmentioning

confidence: 99%

Polyglycolic acid copolymers from one‐step cationic polymerization of formaldehyde, carbon monoxide, and epoxides derived from PEG

Reyhanoglu

Göktürk

2019

Polymers for Advanced Techs

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Biodegradable polyglycolic acid (PGA) is conventionally produced via the ring‐opening polymerization of glycolide, the cyclic dimer form of glycolic acid, in the presence of mostly tin‐based catalyst initiators which are rather known to be cytotoxic materials. Our previous studies revealed an alternative method for the synthesis of PGA from the perfectly alternating copolymerization of formaldehyde (from trioxane) and carbon monoxide (CO) under BrØnsted acidic conditions. The poor physical properties of PGA (insolubility in many organic solvents, brown color, etc.) limit its use in other marketing applications in the industry. To improve on the physical properties of PGA, such as solubility and appearance, copolymerization of trioxane, CO, and a minor amount of epoxides derived from polyethylene glycol (PEG) were performed under the same reaction conditions for PGA synthesis (in DCM, at 800 psi CO pressure, with triflic acid catalyst, reaction duration of 72 hours). The results have shown that the addition of minor quantities of epoxide comonomers vastly improves the appearance of the obtained PGA copolymers and allows for the control of the polymeric properties, such as solubility and melting temperature.

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“…Polymer blending is of major interest because it offers the prospect of a simple route to new materials with desirable properties 12, 13. Several studies of PET–PTT blends have been reported 14–16.…”

Section: Introductionmentioning

confidence: 99%

Syntheses of random PET‐co‐PTTs and some related copolyesters by entropically‐driven ring‐opening polymerizations and by melt blending: Thermal properties and crystallinity

Conzatti¹,

Alessi²,

Stagnaro³

et al. 2011

J. Polym. Sci. A Polym. Chem.

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A library of random poly(ethylene terephthalate) (PET), poly(trimethylene terephthalate) (PTT), and seven PET-PTT copolymers has been prepared in a high throughput manner by entropically-driven ring-opening polymerizations of the corresponding macrocyclic oligomers. The products have been investigated by differential scanning calorimetry and wide angle X-ray diffraction. They show that the 50:50 copolymer displays a crystalline phase. The same phase can be formed by in situ transesterification when a 50:50 mixture of PET and PTT is melt blended. Poly(butylene terephthalate) (PBT)-PET and PTT-PBT 50:50 copolymers also show crystal phases. V C 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 49: [995][996][997][998][999][1000][1001][1002][1003][1004][1005] 2011 An alternative synthetic approach to copolyesters is entropically-driven ring-opening polymerization (ED-ROP). [18][19][20] This involves the ring-opening polymerization of macrocycles at high concentrations. Recently, we have developed a novel method for the high throughput (HTP) synthesis of libraries of polyesters. 21

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Synthesis and rheology of biodegradable poly(glycolic acid) prepared by melt ring‐opening polymerization of glycolide

Cited by 44 publications

References 36 publications

Fast Synthesis of High‐Molecular‐Weight Polyglycolide Using Diphenyl Bismuth Bromide as Catalyst

Fast Synthesis of High‐Molecular‐Weight Polyglycolide Using Diphenyl Bismuth Bromide as Catalyst

Polyglycolic acid copolymers from one‐step cationic polymerization of formaldehyde, carbon monoxide, and epoxides derived from PEG

Syntheses of random PET‐co‐PTTs and some related copolyesters by entropically‐driven ring‐opening polymerizations and by melt blending: Thermal properties and crystallinity

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