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Degradation of PGA, prepared by reactive extrusion polymerization, in water, humid, and dry air, and in a vacuum

Published online by Cambridge University Press:  22 July 2020

Shuliang Chen
Affiliation:
School of Materials Science and Engineering, Jiangsu Key Laboratory of Environmentally Friendly Polymeric Materials, Changzhou University, Changzhou213164, China
Xin Zhang
Affiliation:
College of Petrochemical Engineering, Jiangsu Key Laboratory of Green Catalytic Materials and Technology, Changzhou University, Changzhou213164, China
Mingyang He
Affiliation:
College of Petrochemical Engineering, Jiangsu Key Laboratory of Green Catalytic Materials and Technology, Changzhou University, Changzhou213164, China
Jinchun Li*
Affiliation:
School of Materials Science and Engineering, Jiangsu Key Laboratory of Environmentally Friendly Polymeric Materials, Changzhou University, Changzhou213164, China
*
a)Address all correspondence to this author. e-mail: [email protected]
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Abstract

Polyglycolide (PGA) materials have been widely used in the medical field, but the degradation mechanism in the natural environment is still unclear. High-viscosity PGA was prepared by using twin-screw reaction extrusion polymerization. The mass and intrinsic viscosity of PGA samples, the pH of the solution surrounding the PGA samples in water, and the number of degradation products resulting from the degradation of the PGA samples were studied under different conditions and at different temperatures. PGA does not degrade at 70 °C in either dry air or in a vacuum. Infrared spectroscopy (FTIR) and differential spectroscopy revealed that the PGA samples in water at 70 °C for 40 days had a substantially reduced mass and substantially altered thermal behavior when compared with the control sample (undegraded PGA sample). The degradation of the PGA samples in humid conditions at 70 °C was similar to the degradation of the samples in water at 70 °C. The results of this study indicate that water and water vapor (moisture) in the natural environment are the main causes of PGA degradation, and higher temperatures accelerate the degradation process, which shortens the shelf life and life of PGA.

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Article
Copyright
Copyright © Materials Research Society 2020

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References

Song, F.: Synthesizing process of polyglycolide acid and its development prospect. Technol. Econ. Petrochem. 5, 24 (2008).Google Scholar
Tang, S., Zhang, R., Liu, F., and Liu, X.M.: Hansen solubility parameters of polyglycolic acid and interaction parameters between polyglycolic acid and solvents. Eur. Polym. J. 83–88, 72 (2015).Google Scholar
Lee, S., Hongo, C., and Nishino, T.: Crystal modulus of poly(glycolic acid) and its temperature dependence. Macromolecules 13, 50 (2017).Google Scholar
Felicity, Y., Kristofer Thurecht, J., Whittaker Andrew, K., and Smith Maree, T.: Bioerodable PLGA-based microparticles for producing sustained-release drug formulations and strategies for improving drug loading. Front. Pharmacol. 7, 185 (2016).Google Scholar
Chen, H., Xu, J.M., Zhao, S.C., and Cen, L.: Preparation and characterization of PLGA microspheres by microfluidics method. Mod. Chem. Ind. 1, 38 (2018).Google Scholar
Chen, Q., Xu, P., and Cui, A.J.: Technology progress of polyglycolic acid on coal based. Chem. Ind. Eng. Prog. 1, 30 (2011).Google Scholar
Dicosimo, R., Panova, A., Thompson, J., Fallon, R.D., Gallagher, G.F., Foo, T., Li, X., Fox, G.C., Zaher, J.J., Payne, M.S., and O'keefe, D.P.: Process for producing glycolic acid from formaldehyde and hydrogen cyanide 12, 12 (2011). https://www.researchgate.net/publication/297093446_Process_for_producing_glycolic_acid_from_formaldehyde_and_hydrogen_cyanide.Google Scholar
Fang, X., Xiao, M., Wang, S., Chen, X., Liu, Y., Han, D.M., and Meng, Y.Z.: Synthesis and characterization of high molecular weight polyglycolide. Polym. Mater.: Sci. Eng. 1, 28 (2012).Google Scholar
Lu, K.W., Yin, F.H., Cui, A.J., Gao, J., and Yuan, X.M.: Process research on ring-opening polymerization of glycolide by bismuth(III) acetate. Chem. Ind. Eng. Prog. 2, 33 (2014).Google Scholar
Márquez, Y., Franco, L., and Turon, P.: Study on the hydrolytic degradation of the segmented GL-b-[GL-co-TMC-co-CL]-b-GL copolymer with the application as monofilar surgical suture. Polym. Degrad. Stab. 12, 98 (2013).Google Scholar
Sevim, K. and Pan, J.: A model for hydrolytic degradation and erosion of biodegradable polymers. Acta Biomater. 66, 192 (2017).CrossRefGoogle Scholar
Sun, Z., Cui, A.J., Jiang, H.J., Jiang, C., and Chen, Q.: Synthesis process of glycolide by coal glycol byproduct methyl glycolate. Mod. Chem. Ind. 9, 34 (2014).Google Scholar
Fischer, A.M. and Frey, H.: Soluble hyperbranched poly (glycolide) copolymers. Macromolecules 20, 43 (2010).Google Scholar
Yuan, X.M., Cui, A.J., Chen, Q., He, M.Y., and Lu, D.W.: Characterization of properties of polyglycolide continuously prepared by twin screw extruder. Polym. Mater.: Sci. Eng. 5, 30 (2014).Google Scholar
Vey, E., Rodger, C., Meehan, L., Booth, J., Claybourn, M., Miller, A.F., and Saiani, A.: The impact of chemical composition on the degradation kinetics of poly(lactic- co -glycolic) acid copolymers cast films in phosphate buffer solution. Polym. Degrad. Stab. 3, 97 (2012).Google Scholar
Sevim, K. and Pan, J.: A model for hydrolytic degradation and erosion of biodegradable polymers. Acta Biomater. 192, 66 (2017).Google Scholar
Shawe, S., Buchanan, F., Harkin, J.E., and Farrar, D.: A study on the rate of degradation of the bioabsorbable polymer polyglycolic acid (PGA). Mater. Sci. 4832, 4 (2006).Google Scholar
Thevar, J.T.K., Malek, N.A.N.N., and Kadir, M.R.A.: In vitro degradation of triple layered poly (lactic-co-glycolic acid) composite membrane composed of nanoapatite and lauric acid for guided bone regeneration applications. Mater. Chem. Phys. 221, 1 (2019).Google Scholar
Saigusa, K., Saijo, H., Yamazaki, M., Takarada, W., and Kikutani, T.: Influence of carboxylic acid content and polymerization catalyst on hydrolytic degradation behavior of poly(glycolic acid) fibers. Polym. Degrad. Stab. 172, 3 (2020).CrossRefGoogle Scholar
Kemme, M., Prokesch, I., and Heinzel-Wieland, R.: Comparative study on the enzymatic degradation of poly(lactic-co-glycolic acid) by hydrolytic enzymes based on the colorimetric quantification of glycolic acid. Polym. Test. 7, 30 (2011).Google Scholar
Lima, V., Hossain, U.H., Walbert, T., Seidl, T., and Ensinger, W.: Mass spectrometric comparison of swift heavy ion-induced and anaerobic thermal degradation of polymers. Radiat. Phys. Chem. 21, 144 (2018).Google Scholar
Liu, H.Z., Qi, M., Zhu, H., and Guo, B.: Investigation of in-vitro degradation properties of poly (lactide-co-glycolide) blended and gradient films. J. Funct. Biomater. 1, 42 (2011).Google Scholar
Busatto, C., Berkenwald, E., Mariano, N., Casis, N., Luna, J., and Estenoz, D.: Homogeneous hydrolytic degradation of poly(lactic-co-glycolic acid) microspheres: Mathematical modeling. Polym. Degrad. Stab. 34, 125 (2016).Google Scholar
Bao, H.M., Lv, F., and Liu, T.J.: A pro-angiogenic degradable Mg-poly(lactic-co-glycolic acid) implant combined with rhbFGF in a rat limb ischemia model. Acta Biomater. 279, 64 (2017).Google Scholar
Cui, A.J., Xue, S.H., He, M.Y., Jian, X., and Chen, Q.: The effects on the thermal stability of polyglycolic acid by adding dihydrazide metal chelators. Polym. Degrad. Stab. 238, 137 (2017).Google Scholar
Prasad, B. and Singh, S.: LC-MS/TOF and UHPLC–MS/MS study of in vivo fate of rifamycin isonicotinic hydrazone formed on oral co-administration of rifampicin and isoniazid. J. Pharm. Biomed. Anal. 3, 52 (2010).Google Scholar
Tian, J.K., Cui, A.J., Lu, W.L., Zhu, Y., and Chen, Q.: Research on the methods for determination of molecular weight of poly(glycolic acid). Polym. Bull. 98, 8 (2012).Google Scholar
Yu, C., Bao, J., Xie, Q., and Pan, P.: Crystallization behavior and crystalline structural changes of poly(glycolic acid) investigated via temperature-variable WAXD and FTIR analysis. CrystEngComm 40, 18 (2016).Google Scholar
Zhang, L., Dou, S., Li, Y., Yuan, Y., Ji, Y.W., and Yang, Y.M.: Degradation and compatibility behaviors of poly(glycolic acid) grafted chitosan. Mater. Sci. Eng., C 5, 33 (2013).Google Scholar
Jianhua, C. and Qigong, D.: Principle and analysis of spectrum, 3rd ed. (Science Press, Beijing, China, 2011), pp. 5380.Google Scholar
Guanghui, W. and Shaoxiang, X: Organic mass spectrometry, 2nd ed. (Chemical Industry Press, Beijing, China, 2005), pp. 71128.Google Scholar