Poly(Lactic Acid)-Based Graft Copolymers: Syntheses Strategies and Improvement of Properties for Biomedical and Environmentally Friendly Applications: A Review

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2022 Jul 9

PMID 35807380

Authors

Jean Coudane

Helene Van Den Berghe

Julia Mouton

Xavier Garric

Benjamin Nottelet

Affiliations

Soon will be listed here.

Abstract

As a potential replacement for petroleum-based plastics, biodegradable bio-based polymers such as poly(lactic acid) (PLA) have received much attention in recent years. PLA is a biodegradable polymer with major applications in packaging and medicine. Unfortunately, PLA is less flexible and has less impact resistance than petroleum-based plastics. To improve the mechanical properties of PLA, PLA-based blends are very often used, but the outcome does not meet expectations because of the non-compatibility of the polymer blends. From a chemical point of view, the use of graft copolymers as a compatibilizer with a PLA backbone bearing side chains is an interesting option for improving the compatibility of these blends, which remains challenging. This review article reports on the various graft copolymers based on a PLA backbone and their syntheses following two chemical strategies: the synthesis and polymerization of modified lactide or direct chemical post-polymerization modification of PLA. The main applications of these PLA graft copolymers in the environmental and biomedical fields are presented.

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References

Wu C . Improving polylactide/starch biocomposites by grafting polylactide with acrylic acid--characterization and biodegradability assessment. Macromol Biosci. 2005; 5(4):352-61. DOI: 10.1002/mabi.200400159. View

Wang J, Chen H, Chen Z, Chen Y, Guo D, Ni M . In-situ formation of silver nanoparticles on poly (lactic acid) film by γ-radiation induced grafting of N-vinyl pyrrolidone. Mater Sci Eng C Mater Biol Appl. 2016; 63:142-9. DOI: 10.1016/j.msec.2016.01.077. View

Bawa K, Oh J . Stimulus-Responsive Degradable Polylactide-Based Block Copolymer Nanoassemblies for Controlled/Enhanced Drug Delivery. Mol Pharm. 2017; 14(8):2460-2474. DOI: 10.1021/acs.molpharmaceut.7b00284. View

Ponsart S, Coudane J, Vert M . A novel route to poly(epsilon-caprolactone)-based copolymers via anionic derivatization. Biomacromolecules. 2001; 1(2):275-81. DOI: 10.1021/bm005521t. View

Stefaniak K, Masek A . Green Copolymers Based on Poly(Lactic Acid)-Short Review. Materials (Basel). 2021; 14(18). PMC: 8469957. DOI: 10.3390/ma14185254. View

Alhanish A, Ghalia M . Developments of biobased plasticizers for compostable polymers in the green packaging applications: A review. Biotechnol Prog. 2021; 37(6):e3210. DOI: 10.1002/btpr.3210. View

Zhang Q, Ren H, Baker G . Synthesis and click chemistry of a new class of biodegradable polylactide towards tunable thermo-responsive biomaterials. Polym Chem. 2015; 6(8):1275-1285. PMC: 4326109. DOI: 10.1039/C4PY01425A. View

Zhao X, Hu H, Wang X, Yu X, Zhou W, Peng S . Super tough poly(lactic acid) blends: a comprehensive review. RSC Adv. 2022; 10(22):13316-13368. PMC: 9051451. DOI: 10.1039/d0ra01801e. View

El Habnouni S, Lavigne J, Darcos V, Porsio B, Garric X, Coudane J . Toward potent antibiofilm degradable medical devices: a generic method for the antibacterial surface modification of polylactide. Acta Biomater. 2013; 9(8):7709-18. DOI: 10.1016/j.actbio.2013.04.018. View

10.

Sardo C, Nottelet B, Triolo D, Giammona G, Garric X, Lavigne J . When functionalization of PLA surfaces meets Thiol-Yne photochemistry: case study with antibacterial polyaspartamide derivatives. Biomacromolecules. 2014; 15(11):4351-62. DOI: 10.1021/bm5013772. View

11.

Valerio O, Pin J, Misra M, Mohanty A . Synthesis of Glycerol-Based Biopolyesters as Toughness Enhancers for Polylactic Acid Bioplastic through Reactive Extrusion. ACS Omega. 2019; 1(6):1284-1295. PMC: 6640793. DOI: 10.1021/acsomega.6b00325. View

12.

Jiang L, Wolcott M, Zhang J . Study of biodegradable polylactide/poly(butylene adipate-co-terephthalate) blends. Biomacromolecules. 2006; 7(1):199-207. DOI: 10.1021/bm050581q. View

13.

Thillaye du Boullay O, Saffon N, Diehl J, Martin-Vaca B, Bourissou D . Organo-catalyzed ring opening polymerization of a 1,4-dioxane-2,5-dione deriving from glutamic acid. Biomacromolecules. 2010; 11(8):1921-9. DOI: 10.1021/bm100433c. View

14.

Herskovitz J, Goddard J . Reactive Extrusion of Nonmigratory Antioxidant Poly(lactic acid) Packaging. J Agric Food Chem. 2020; 68(7):2164-2173. DOI: 10.1021/acs.jafc.9b06776. View

15.

Castillo J, Borchmann D, Cheng A, Wang Y, Hu C, Garcia A . Well-defined Poly(lactic acid)s Containing Poly(ethylene glycol) Side-chains. Macromolecules. 2012; 45(1):62-69. PMC: 3263433. DOI: 10.1021/ma2016387. View

16.

Wu C . Polylactide-based renewable composites from natural products residues by encapsulated film bag: characterization and biodegradability. Carbohydr Polym. 2014; 90(1):583-91. DOI: 10.1016/j.carbpol.2012.05.081. View

17.

Kalelkar P, Geng Z, Cox B, Finn M, Collard D . Surface-initiated atom-transfer radical polymerization (SI-ATRP) of bactericidal polymer brushes on poly(lactic acid) surfaces. Colloids Surf B Biointerfaces. 2021; 211:112242. DOI: 10.1016/j.colsurfb.2021.112242. View

18.

Bher A, Uysal Unalan I, Auras R, Rubino M, Schvezov C . Toughening of Poly(lactic acid) and Thermoplastic Cassava Starch Reactive Blends Using Graphene Nanoplatelets. Polymers (Basel). 2019; 10(1). PMC: 6415146. DOI: 10.3390/polym10010095. View

19.

Naser A, Deiab I, Defersha F, Yang S . Expanding Poly(lactic acid) (PLA) and Polyhydroxyalkanoates (PHAs) Applications: A Review on Modifications and Effects. Polymers (Basel). 2021; 13(23). PMC: 8659978. DOI: 10.3390/polym13234271. View

20.

Farah S, Anderson D, Langer R . Physical and mechanical properties of PLA, and their functions in widespread applications - A comprehensive review. Adv Drug Deliv Rev. 2016; 107:367-392. DOI: 10.1016/j.addr.2016.06.012. View