Poly(glycolic acid) (PGA) is an important biopolymer, especially in medical applications because of its suitable mechanical, biocompatible, and biodegradable properties. PGA can degrade within weeks, depending on its molecular weight. Production of high molecular weight PGA is important to achieve sufficient mechanical stability for biomedical applications. High molecular weight PGA is difficult to obtain by direct condensation of the related carboxylic acids; therefore, polyglycolide is typically made by ring opening polymerization of the cyclic diester glycolide. However, this procedure is restrictive because of the high cost of the raw material (glycolide) and the associated high energy consumption. Here, we describe the synthesis of PGA via an azeotropic distillation method that enables tunable molecular weights. The synthesized PGA is highly soluble in organic solvents and degrades faster than reference PGA.
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Soni S, Gupta H, Kumar N, Nishad DK, Mittal G, Bhatnagar A. Biodegradable biomaterials. Recent Pat Biomed Eng. 2010;3:30–40.
Singh V, Tiwari M. Structure-processing-property relationship of poly(glycolic acid) for drug delivery systems 1: synthesis and catalysis, Int J Polym Sci. 2010;2010:1–23.
Ha TK, Blom CE, Günthard HH. A theoretical study of various rotamers of glycolic acid. J Mol Struct. 1981;85:285–92.
Marin E, Briceño MI, Caballero-George C. Critical evaluation of biodegradable polymers used in nanodrugs. Int J Nanomed. 2013;8:3071–91.
Moon S, Deguchi K, Miyamoto M, Kimura Y. Synthesis of polyglactin by melt/solid polycondensation of glycolic/L-lactic acids. Polym Int. 2004;53:254–8.
Nandagopal R, Venkatachalam A, Padmanabhan AR, Ramachandran T, Roy AK, Srividya V, (Eds.). Textile and clothing management. Krefeld, Germany: Allied Publishers; 2004.
Gaudin R, Knipfer C, Henningsen A, Smeets R, Heiland M, Hadlock T. Approaches to peripheral nerve repair: generations of biomaterial conduits yielding to replacing autologous nerve grafts in craniomaxillofacial surgery. Biomed Res Int. 2016;2016:1–18.
Lu Y, Schmidt C, Beuermann S. Fast synthesis of high-molecular-weight polyglycolide using diphenyl bismuth bromide as catalyst. Macromol Chem Phys. 2014;216:395–9.
Schmidt C, Behl M, Lendlein A, Beuermann S. Synthesis of high molecular weight polyglycolide in supercritical carbon dioxide. RSC Adv. 2014;4:35099–105.
Gilding DK, Reed AM. Biodegradable polymers for use in surgery-polyglycolic/ poly(actic acid) homo- and copolymers: 1. Polymer. 1979;20:1459–64.
Cooper DR, Sutton GJ, Tighe J. Poly a-ester degradation studies. V. thermal degradation of polyglycollide. J Polym Sci Polym Chem. 1973;2045:2045–56.
Marega C, Marigo A, Zannetti R, Paganetto G. A structural investigation on poly(glycolic acid). Eur Polym J. 1992;28:1485–6.
Hurrell S, Cameron RE. Polyglycolide: degradation and drug release. Part I: changes in morphology during degradation. J Mater Sci Mater Med. 2001;12:811–6.
Domb AJ, Kost J, Wiseman DM. Handbook of Biodegradable Polymers. Florida, ABD:CRC Press; 1997.
Agrawal CM, Niederauer GG, Athanasiou KA. Fabrication and characterization of PLA-PGA orthopedic implants. Tissue Eng. 1995;1:241–53.
Takahashi K, Taniguchi I, Miyamoto M, Kimura Y. Melt/solid polycondensation of glycolic acid to obtain high-molecular-weight poly(glycolic acid). Polymer. 2000;41:8725–8.
Dali S, Lefebvre H, El Gharbi R, Fradet A. Synthesis of poly(glycolic acid) in ionic liquids. J Polym Sci A Polym Chem. 2006;44:3025–35.
Murugan KD, Radhika S, Baskaran I, Anbarasan R. Clay catalyzed synthesis of bio-degradable poly(glycolic acid). Chin J Polym Sci. 2008;26:393–8.
Kaitian X, Kozluca A, Denkbaş EB, Pişkin E. Poly (D,L-Lactic acid) homopolymers: synthesis and characterization. Turk J Chem. 1996;20:43–53.
Enomoto K, Ajioka M, Yamaguchi A. US Patent 5. 1994;310:865.
Scott G (Ed.) Degradable polymers: principles and application. 2nd ed. Netherlands: Springer;2002.
Yoshida Y, Miyamoto M, Obuchi S, Ideda K, Ohta M. US Patent 5. 1998;770:683.
Ichikawa F, Kobayashi M, Ohta M, Yoshida Y, Obuchi S, Itoh H. US Patent 5. 1995;440:008.
Göktürk E, Pemba AG, Miller SA. Polyglycolic acid from the direct polymerization of renewable C1 feedstocks. Polym Chem. 2015;6:3918–25.
Tuskaev VA, Gagieva SC, Kurmaev DA, Kolosov NA, Mikhaylik ES, Golubev EK, et al. Titanium (III, IV)-containing catalytic systems for production of ultrahigh molecular weight polyethylene nascent reactor powders, suitable for solventless processing—Impact of oxidation states of transition metal. Polymers. 2018;10:1–13.
Kister G, Cassanas G, Vert M. Morphology of poly(glycolic acid) by IR and Raman spectroscopies. Spectrochim Acta Part A. 1997;53:1399–403.
Schwarz K, Epple M. A detailed characterization of polyglycolide prepared by solid- state polycondensation reaction. Macromol Chem Phys. 1999;200:2221–9.
Makadia HK, Siegel SJ. Poly lactic-co-glycolic acid (PLGA) as biodegradable controlled drug delivery carrier. Polymer. 2011;3:1377–97.
Shawe S, Buchanan F, Eileen HJ, Farrar D. A study on the rate of degradation of the bioabsorbable polymer polyglycolic acid (PGA). J Mater Sci. 2006;41:4832–8.
King MW, Gupta BS, Guidoin R. Biotextiles as medical implants. 1st ed. Cambridge: Woodhead Publishing Limited; 2013.
We gratefully acknowledge financial support by the Scientific and Technological Research Council of Turkey (BIYOTEG-5130028 Project) and Suleyman Demirel University BAP (TSG-2018–6749 Project). We also thank Zeynep Kocer for graphical designs.
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Sanko, V., Sahin, I., Aydemir Sezer, U. et al. A versatile method for the synthesis of poly(glycolic acid): high solubility and tunable molecular weights. Polym J 51, 637–647 (2019). https://doi.org/10.1038/s41428-019-0182-7
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