Recent advances in high performance poly(lactide): From "green" plasticization to super-tough materials via (reactive) compounding

Frontiers in Chemistry

Volumn 1, Issue , 2013, Pages

  Kfoury, Georgio ^a,b   Raquez, Jean Marie ^b   Hassouna, Fatima ^a   Odent, Jérémy ^b   Toniazzo, Valérie ^a   Ruch, David ^a   Dubois, Philippe ^b  

^a LUXEMBOURG INSTITUTE OF SCIENCE AND TECHNOLOGY   (Luxembourg)

^b UNIVERSITY OF MONS   (Belgium)

Author keywords

(reactive) compounding; Impact resistance; Mechanical properties; Poly(lactide); Toughening

Indexed keywords

EID: 84987732925     PISSN: None     EISSN: 22962646     Source Type: Journal    
DOI: 10.3389/fchem.2013.00032     Document Type: Review

References (175)

1. Afrifah, K. A., and Matuana, L. M. (2010). Impact modification of polylactide with a biodegradable ethylene/acrylate copolymer. Macromol. Mater. Eng. 295, 802-811. doi: 10.1002/mame.201000107
2. Alcock, B., Cabrera, N. O., Barkoula, N. M., Loos, J., and Peijs, T. (2006). The mechanical properties of unidirectional all-polypropylene composites. Compos. Part A Appl. Sci. Manuf. 37, 716-726. doi: 10.1016/j.compositesa.2005.07.002
3. Ali, F., Chang, Y.-W., Kang, S. C., and Yoon, J. Y. (2009). Thermal, mechanical and rheological properties of poly (lactic acid)/epoxidized soybean oil blends. Polym. Bull. 62, 91-98. doi: 10.1007/s00289-008-1012-9
4. Anderson, K. S., and Hillmyer, M. A. (2004). The influence of block copolymer microstructure on the toughness of compatibilized polylactide/polyethylene blends. Polymer 45, 8809-8823. doi: 10.1016/j.polymer.2004.10.047
5. Anderson, K. S., Lim, S. H., and Hillmyer, M. A. (2003). Toughening of polylactide by melt blending with linear low-density polyethylene. J. Appl. Polym. Sci. 89, 3757-3768. doi: 10.1002/app.12462
6. Anderson, K. S., Schreck, K. M., and Hillmyer, M. A. (2008). Toughening polylactide. Polymer Reviews 48, 85-108. doi: 10.1080/15583720701834216
7. Argon, A. S., and Cohen, R. E. (1990). "Crazing and toughness of block copolymers and blends," in Crazing in Polymers Vol. 2, ed H. H. Kausch (Berlin Heidelberg: Springer), 301-351.
8. Babcock, L. M., Henton, D. E., and Tadesse, F. A. (2008). Impact Modified Polylactide Resins, U.S. Pat. WO 2008/051443 A1 patent application.
9. Baiardo, M., Frisoni, G., Scandola, M., Rimelen, M., Lips, D., Ruffieux, K., et al. (2003). Thermal and mechanical properties of plasticized poly(L-lactic acid). J. Appl. Polym. Sci. 90, 1731-1738. doi: 10.1002/app.12549
10. Baker, W. E., Scott, C. E., and Hu, G.-H. (2001). Reactive Polymer Blending, Cincinnati: Hanser Publishers; Munich Hanser Gardner Publications, Inc.
11. Barish, L. (1962). The study of cracking and fracturing of spherulitic isotactic polypropylene. J. Appl. Polym. Sci. 6, 617-623. doi: 10.1002/app.1962.070062403
12. Battegazzore, D., Bocchini, S., and Frache, A. (2011). Crystallization kinetics of poly(lactic acid)-talc composites. eXPRESS Polym. Lett. 5, 849-858. doi: 10.3144/expresspolymlett.2011.84
13. Bhardwaj, R., and Mohanty, A. K. (2007). Modification of Brittle Polylactide by Novel Hyperbranched Polymer-Based Nanostructures. Biomacromolecules 8, 2476-2484. doi: 10.1021/bm070367x
14. Bigg, D. M. (2005). Polylactide copolymers: effect of copolymer ratio and end capping on their properties. Adv. Polym. Technol. 24, 69-82. doi: 10.1002/adv.20032
15. Bitinis, N., Verdejo, R., Cassagnau, P., and Lopez-Manchado, M. A. (2011). Structure and properties of polylactide/natural rubber blends. Mater. Chem. Phys. 129, 823-831. doi: 10.1016/j.matchemphys.2011.05.016
16. Bopp, R., and Whelan, J. (2003). U.S. Pat. WO 200316015 A1 patent application.
17. Broz, M. E., Vanderhart, D. L., and Washburn, N. R. (2003). Structure and mechanical properties of poly(D,L-lactic acid)/poly(e-caprolactone) blends. Biomaterials 24, 4181-4190. doi: 10.1016/S0142-9612(03)00314-4
18. Bucknall, C. (1978). "Fracture and failure of multiphase polymers and polymer composites," in Failure in Polymers, ed E. H. Andrews (Berlin, Heidelberg: Springer), 121-148.
19. Bucknall, C. B. (2007). Quantitative approaches to particle cavitation, shear yielding, and crazing in rubber-toughened polymers. J. Polym. Sci. B Polym. Phys. 45, 1399-1409. doi: 10.1002/polb.21171
20. Bucknall, C. B., and Paul, D. R. (2009). Notched impact behaviour of polymer blends: Part 1: new model for particle size dependence. Polymer 50, 5539-5548. doi: 10.1016/j.polymer.2009.09.059
21. Carrasco, F., Pagès, P., Gámez-Pérez, J., Santana, O. O., and Maspoch, M. L. (2010). Processing of poly(lactic acid): characterization of chemical structure, thermal stability and mechanical properties. Polym. Degrad. Stab. 95, 116-125. doi: 10.1016/j.polymdegradstab.2009.11.045
22. Chang, K., Robertson, M. L., and Hillmyer, M. A. (2009). Phase inversion in polylactide/soybean oil blends compatibilized by poly(isoprene-b-lactide) block copolymers. ACS Appl. Materials and Interfaces 1, 2390-2399. doi: 10.1021/am900514v
23. Chen, G.-X., Kim, H.-S., Kim, E.-S., and Yoon, J.-S. (2005). Compatibilization-like effect of reactive organoclay on the poly(l-lactide)/poly(butylene succinate) blends. Polymer 46, 11829-11836. doi: 10.1016/j.polymer.2005.10.056
24. Chen, G.-X., and Yoon, J.-S. (2005). Morphology and thermal properties of poly(L-lactide)/poly(butylene succinate-co-butylene adipate) compounded with twice functionalized clay. J. Polym. Sci. B Polym. Phys. 43, 478-487. doi: 10.1002/polb.20345
25. Chen, X., McCarthy, S. P., and Gross, R. A. (1997). Synthesis and characterization of [L]-lactide-ethy-lene oxide multiblock copolymers. Macromolecules 30, 4295-4301. doi: 10.1021/ma970385e
26. Co, S. (2010). Biogoes functional-Sukano biobased masterbacthes put performance into PLA [Online]. Available: http://www.sukano.com/pdf/PC_02_2010_BIO_MB.pdf (Accessed February, 2010).
27. Dompas, D., and Groeninckx, G. (1994). Toughening behaviour of rubber-modified thermoplastic polymers involving very small rubber particles: 1. A criterion for internal rubber cavitation. Polymer 35, 4743-4749. doi: 10.1016/0032-3861(94)90727-7
28. Dompas, D., Groeninckx, G., Isogawa, M., Hasegawa, T., and Kadokura, M. (1994). Toughening behaviour of rubber-modified thermoplastic polymers involving very small rubber particles: 2. Rubber cavitation behaviour in poly(vinyl chloride)/methyl methacrylate-butadiene-styrene graft copolymer blends. Polymer 35, 4750-4759. doi: 10.1016/0032-3861(94)90728-5
29. Donald, A. M., and Kramer, E. J. (1982). Craze initiation and growth in high-impact polystyrene. J. Appl. Polym. Sci. 27, 3729-3741. doi: 10.1002/app.1982.070271009
30. DuPont Co. (2010). Website. Product Data Sheet. Biomax Strong 100. Available online at: http://www2.dupont.com/Biomax/en_US/assets/downloads/biomax_strong_100.pdf. Accessed on January 12, 2010.
31. Feng, F., and Ye, L. (2011). Morphologies and mechanical properties of polylactide/thermoplastic polyurethane elastomer blends. J. Appl. Polym. Sci. 119, 2778-2783. doi: 10.1002/app.32863
32. Feng, Y., Hu, Y., Yin, J., Zhao, G., and Jiang, W. (2013). High impact poly(lactic acid)/poly(ethylene octene) blends prepared by reactive blending. Polym. Eng. Sci. 53, 389-396. doi: 10.1002/pen.23265
33. Gamez-Perez, J. (2010). Fracture behaviour of quenched poly(lactic acid). eXPRESS Polym. Lett. 5, 82-91. doi: 10.3144/expresspolymlett.2011.9
34. Ge, H., Yang, F., Hao, Y., Wu, G., Zhang, H., and Dong, L. (2013). Thermal, mechanical, and rheological properties of plasticized poly(L-lactic acid). J. Appl. Polym. Sci. 127, 2832-2839. doi: 10.1002/app.37620
35. Ghosh, S., Viana, J. C., Reis, R. L., and Mano, J. F. (2008). Oriented morphology and enhanced mechanical properties of poly(l-lactic acid) from shear controlled orientation in injection moulding. Mater. Sci. Eng. A 490, 81-89. doi: 10.1016/j.msea.2008.01.003
36. Gramlich, W. M., Robertson, M. L., and Hillmyer, M. A. (2010). Reactive compatibilization of poly(l-lactide) and conjugated soybean oil. Macromolecules 43, 2313-2321. doi: 10.1021/ma902449x
37. Grijpma, D. W., Altpeter, H., Bevis, M. J., and Feijen, J. (2002). Improvement of the mechanical properties of poly(D,L-lactide) by orientation. Polym. Int. 51, 845-851. doi: 10.1002/pi.988
38. Gui, Z., Xu, Y., Cheng, S., Gao, Y., and Lu, C. (2013). Preparation and characterization of polylactide/poly(polyethylene glycol-co-citric acid) blends. Polym. Bull. 70, 325-342. doi: 10.1007/s00289-012-0810-2
39. Hammer, C. F., Koch, T. A., and Whitney, J. F. (1959). Fine structure of acetal resins and its effect on mechanical properties. J. Appl. Polym. Sci. 1, 169-178. doi: 10.1002/app.1959.070010207
40. Han, J.-J., and Huang, H.-X. (2011). Preparation and characterization of biodegradable polylactide/thermoplastic polyurethane elastomer blends. J. Appl. Polym. Sci. 120, 3217-3223. doi: 10.1002/app.33338
41. Han, L., Han, C., and Dong, L. (2013). Morphology and properties of the biosourced poly(lactic acid)/poly(ethylene oxide-b-amide-12) blends. Polym. Compos. 34, 122-130. doi: 10.1002/pc.22383
42. Harada, M., Iida, K., Okamoto, K., Hayashi, H., and Hirano, K. (2008). Reactive compatibilization of biodegradable poly(lactic acid)/poly(e-caprolactone) blends with reactive processing agents. Polym. Eng. Sci. 48, 1359-1368. doi: 10.1002/pen.21088
43. Harada, M., Ohya, T., Iida, K., Hayashi, H., Hirano, K., and Fukuda, H. (2007). Increased impact strength of biodegradable poly(lactic acid)/poly(butylene succinate) blend composites by using isocyanate as a reactive processing agent. J. Appl. Polym. Sci. 106, 1813-1820. doi: 10.1002/app.26717
44. Hashima, K., Nishitsuji, S., and Inoue, T. (2010). Structure-properties of super-tough PLA alloy with excellent heat resistance. Polymer 51, 3934-3939. doi: 10.1016/j.polymer.2010.06.045
45. Hassouna, F., Raquez, J.-M., Addiego, F., Dubois, P., Toniazzo, V., and Ruch, D. (2011). New approach on the development of plasticized polylactide (PLA): Grafting of poly(ethylene glycol) (PEG) via reactive extrusion. Eur. Polym. J. 47, 2134-2144. doi: 10.1016/j.eurpolymj.2011.08.001
46. Hassouna, F., Raquez, J.-M., Addiego, F., Toniazzo, V., Dubois, P., and Ruch, D. (2012). New development on plasticized poly(lactide): Chemical grafting of citrate on PLA by reactive extrusion. Eur. Polym. J. 48, 404-415. doi: 10.1016/j.eurpolymj.2011.12.001
47. Hu, Y., Hu, Y. S., Topolkaraev, V., Hiltner, A., and Baer, E. (2003a). Aging of poly(lactide)/poly(ethylene glycol) blends. Part 2. Poly(lactide) with high stereoregularity. Polymer 44, 5711-5720. doi: 10.1016/S0032-3861(03)00615-3
48. Hu, Y., Rogunova, M., Topolkaraev, V., Hiltner, A., and Baer, E. (2003b). Aging of poly(lactide)/poly(ethylene glycol) blends. Part 1. Poly(lactide) with low stereoregularity. Polymer 44, 5701-5710.
49. Ikado, S., Kobayashi, N., Kurokit, T., Saruwatarim, M., Suzuki, K., and Wanibe, H. (1997). European Patent 776927 A1, assigned to Mitsui Toatsui Chem, Inc.
50. Ikeda, R. M. (1993). Shear yield and crazing stresses in selected glassy polymers. J. Appl. Polym. Sci. 47, 619-629. doi: 10.1002/app.1993.070470406
51. Ito, M., Abe, S., and Ishikawa, M. (2010). The fracture mechanism of polylactic acid resin and the improving mechanism of its toughness by addition of acrylic modifier. J. Appl. Polym. Sci. 115, 1454-1460. doi: 10.1002/app.31292
52. Jacobsen, S., and Fritz, H. G. (1999). Plasticizing polylactide-the effect of different plasticizers on the mechanical properties. Polym. Eng. Sci. 39, 1303-1310. doi: 10.1002/pen.11517
53. Jansen, B. J. P., Rastogi, S., Meijer, H. E. H., and Lemstra, P. J. (1999). rubber-modified glassy amorphous polymers prepared via chemically induced phase separation. 3. influence of the strain rate on the microscopic deformation mechanism. Macromolecules 32, 6283-6289. doi: 10.1021/ma981406n
54. Jiang, J., Su, L., Zhang, K., and Wu, G. (2012). Rubber-toughened PLA blends with low thermal expansion. J. Appl. Polym. Sci. 128, 3993-4000. doi: 10.1002/app.38642
55. Jiang, L., Wolcott, M. P., and Zhang, J. (2006). Study of biodegradable polylactide/poly(butylene adipate-co-terephthalate) blends. Biomacromolecules 7, 199-207.
56. Kambour, R. P. (1973). A review of crazing and fracture in thermoplastics. J. Polym. Sci. Macromol. Rev. 7, 1-154. doi: 10.1002/pol.1973.230070101
57. Kjeschke, K., Timmermann, R., and Voight, M. (2001). German Patent De 100279 A1, assigned to Bayer Ag.
58. Kmetty, Á., Bárány, T., and Karger-Kocsis, J. (2010). Self-reinforced polymeric materials: a review. Prog. Polym. Sci. 35, 1288-1310. doi: 10.1016/j.progpolymsci.2010.07.002
59. Kolstad, J. J. (1996). Crystallization kinetics of poly(L-lactide-co-meso-lactide). J. Appl. Polym. Sci. 62, 1079-1091.
60. Könczöl, L., Döll, W., and Michler, G. H. (1992). Study of the toughening mechanism of crazing in rubber modified thermoplastics. Colloid Polym. Sci. 270, 972-981. doi: 10.1007/BF00655966
61. Kowalczyk, M., and Piorkowska, E. (2012). Mechanisms of plastic deformation in biodegradable polylactide/poly(1,4-cis-isoprene) blends. J. Appl. Polym. Sci. 124, 4579-4589. doi: 10.1002/app.35489
62. Kramer, E. (1983). "Microscopic and molecular fundamentals of crazing," in Crazing in Polymers, ed H. H. Kausch (Berlin, Heidelberg: Springer), 1-56.
63. Kramer, E., and Berger, L. (1990). "Fundamental processes of craze growth and fracture," in Crazing in Polymers, Vol. 2, ed H. H. Kausch (Berlin, Heidelberg: Springer), 1-68.
64. Kray, R. J., and Bellet, R. J. (1968). U.S. Pat. 3, 388,186 patent application.
65. Kulinski, Z., Piorkowska, E., Gadzinowska, K., and Stasiak, M. (2006). Plasticization of Poly(L-lactide) with Poly(propylene glycol). Biomacromolecules 7, 2128-2135. doi: 10.1021/bm060089m
66. Murch, L. E. (1974). U.S. Pat. 3, 845,163 patent application.
67. Labrecque, L. V., Kumar, R. A., Davé, V., Gross, R. A., and Mccarthy, S. P. (1997). Citrate esters as plasticizers for poly(lactic acid). J. Appl. Polym. Sci. 66, 1507-1513.
68. Lapol, L. W. (2009). Getting Started with LapolVR 108 Bioplasticizer [Online]. Available online at: http://www.lapol.net/images/Lapol_Getting_Started_Guide_and_Essential_Documentation_100930.pdf
69. Lemmouchi, Y., Murariu, M., Santos, A. M. D., Amass, A. J., Schacht, E., and Dubois, P. (2009). Plasticization of poly(lactide) with blends of tributyl citrate and low molecular weight poly(d,l-lactide)-b-poly(ethylene glycol) copolymers. Eur. Polym. J. 45, 2839-2848. doi: 10.1016/j.eurpolymj.2009.07.006
70. Li, H., and Huneault, M. A. (2007). Effect of nucleation and plasticization on the crystallization of poly(lactic acid). Polymer 48, 6855-6866. doi: 10.1016/j.polymer.2007.09.020
71. Li, R., and Yao, D. (2008). Preparation of single poly(lactic acid) composites. J. Appl. Polym. Sci. 107, 2909-2916. doi: 10.1002/app.27406
72. Li, S. (1999). Hydrolytic degradation characteristics of aliphatic polyesters derived from lactic and glycolic acids. J. Biomed. Mater. Res. 48, 342-353.
73. Li, Y., and Shimizu, H. (2007). Toughening of polylactide by melt blending with a biodegradable poly(ether)urethane elastomer. Macromol. Biosci. 7, 921-928. doi: 10.1002/mabi.200700027
74. Li, Y., and Shimizu, H. (2009). Improvement in toughness of poly(l-lactide) (PLLA) through reactive blending with acrylonitrile-butadiene-styrene copolymer (ABS): morphology and properties. Eur. Polym. J. 45, 738-746. doi: 10.1016/j.eurpolymj.2008.12.010
75. Lim, L. T., Auras, R., and Rubino, M. (2008). Processing technologies for poly(lactic acid). Prog. Polym. Sci. 33, 820-852. doi: 10.1016/j.progpolymsci.2008.05.004
76. Lin, S., Guo, W., Chen, C., Ma, J., and Wang, B. (2012). Mechanical properties and morphology of biodegradable poly(lactic acid)/poly(butylene adipate-co-terephthalate) blends compatibilized by transesterification. Mater. Des. 36, 604-608. doi: 10.1016/j.matdes.2011.11.036
77. Lin, Y., Zhang, K.-Y., Dong, Z.-M., Dong, L.-S., and Li, Y.-S. (2007). Study of hydrogen-bonded blend of polylactide with biodegradable hyperbranched poly(ester amide). Macromolecules 40, 6257-6267. doi: 10.1021/ma070989a
78. Liu, H., Chen, F., Liu, B., Estep, G., and Zhang, J. (2010). Super toughened poly(lactic acid) ternary blends by simultaneous dynamic vulcanization and interfacial compatibilization. Macromolecules 43, 6058-6066. doi: 10.1021/ma101108g
79. Liu, H., Song, W., Chen, F., Guo, L., and Zhang, J. (2011). Interaction of microstructure and interfacial adhesion on impact performance of polylactide (PLA) ternary blends. Macromolecules 44, 1513-1522. doi: 10.1021/ma1026934
80. Liu, H., and Zhang, J. (2011). Research progress in toughening modification of poly(lactic acid). J. Polym. Sci. B Polym. Phys. 49, 1051-1083. doi: 10.1002/polb.22283
81. Ljungberg, N., Andersson, T., and Wesslén, B. (2003). Film extrusion and film weldability of poly(lactic acid) plasticized with triacetine and tributyl citrate. J. Appl. Polym. Sci. 88, 3239-3247. doi: 10.1002/app.12106
82. Ljungberg, N., Colombini, D., and Wesslén, B. (2005). Plasticization of poly(lactic acid) with oligomeric malonate esteramides: dynamic mechanical and thermal film properties. J. Appl. Polym. Sci. 96, 992-1002. doi: 10.1002/app.21163
83. Ljungberg, N., and Wesslén, B. (2002). The effects of plasticizers on the dynamic mechanical and thermal properties of poly(lactic acid). J. Appl. Polym. Sci. 86, 1227-1234. doi: 10.1002/app.11077
84. Ljungberg, N., and Wesslén, B. (2003). Tributyl citrate oligomers as plasticizers for poly (lactic acid): thermo-mechanical film properties and aging. Polymer 44, 7679-7688. doi: 10.1016/j.polymer.2003.09.055
85. Long, J., Bo, L., and Jinwen, Z. (2009). Properties of poly(lactic acid)/poly(butylene adipate-co-terephthalate)/nanoparticle ternary composites. Ind. Eng. Chem. Res. 48, 7594-7602. doi: 10.1021/ie900576f
86. López-Rodríguez, N., López-Arraiza, A., Meaurio, E., and Sarasua, J. R. (2006). Crystallization, morphology, and mechanical behaviour of polylactide/poly(ε-caprolactone) blends. Polym. Eng. Sci. 46, 1299-1308. doi: 10.1002/pen.20609
87. Lu, F., Cantwell, W. J., and Kausch, H. H. (1997). The role of cavitation and debonding in the toughening of core-shell rubber modified epoxy systems. J. Mater. Sci. 32, 3055-3059. doi: 10.1023/A:1018626012271
88. Ma, P., Hristova-Bogaerds, D. G., Goossens, J. G. P., Spoelstra, A. B., Zhang, Y., and Lemstra, P. J. (2012). Toughening of poly(lactic acid) by ethylene-co-vinyl acetate copolymer with different vinyl acetate contents. Eur. Polym. J. 48, 146-154. doi: 10.1016/j.eurpolymj.2011.10.015
89. Ma, P., Spoelstra, A. B., Schmit, P., and Lemstra, J. P. (2013). Toughening of poly(lactic acid) by poly(β-hydroxybutyrate-co-β-hydroxyvalerate) with high β-hydroxyvalerate content. Eur. Polym. J. 49, 1523-1531. doi: 10.1016/j.eurpolymj.2013.01.016
90. Mahajan, D. K., and Hartmaier, A. (2012). Mechanisms of crazing in glassy polymers revealed by molecular dynamics simulations. Phys. Rev. E 86, 021802. doi: 10.1103/PhysRevE.86.021802
91. Majola, A., Vainionpää, S., Rokkanen, P., Mikkola, H. M., and Törmälä, P. (1992). Absorbable self-reinforced polylactide (SR-PLA) composite rods for fracture fixation: strength and strength retention in the bone and subcutaneous tissue of rabbits. J. Mater. Sci. Mater. Med. 3, 43-47. doi: 10.1007/BF00702943
92. Mäkelä, P., Pohjonen, T., Törmälä, P., Waris, T., and Ashammakhi, N. (2002). Strength retention properties of self-reinforced poly l-lactide (SR-PLLA) sutures compared with polyglyconate (MaxonR) and polydioxanone (PDS) sutures. An in vitro study. Biomaterials 23, 2587-2592. doi: 10.1016/S0142-9612(01)00396-9
93. Mani, R., Bhattacharya, M., and Tang, J. (1999). Functionalization of polyesters with maleic anhydride by reactive extrusion. J. Polym. Sci. A Polym. Chem. 37, 1693-1702.
94. Martin, O., and Avérous, L. (2001). Poly(lactic acid): plasticization and properties of biodegradable multiphase systems. Polymer 42, 6209-6219. doi: 10.1016/S0032-3861(01)00086-6
95. Martino, V. P., Jiménez, A., and Ruseckaite, R. A. (2009). Processing and characterization of poly(lactic acid) films plasticized with commercial adipates. J. Appl. Polym. Sci. 112, 2010-2018. doi: 10.1002/app.29784
96. Martino, V. P., Ruseckaite, R. A., and Jiménez, A. (2006). Thermal and mechanical characterization of plasticized poly (L-lactide-co-D,L-lactide) films for food packaging. J. Therm. Anal. Calorim. 86, 707-712. doi: 10.1007/s10973-006-7897-3
97. Mascia, L., and Xanthos, M. (1992). An overview of additives and modifiers for polymer blends: facts, deductions, and uncertainties. Adv. Polym. Technol. 11, 237-248. doi: 10.1002/adv.1992.060110402
98. Mason, C. D., and Tuller, H. W. (1983). High impact nylon composition containing copolymer esters and ionic copolymers. U.S. Pat. 4, 404,325 A patent application. Available online at: http://www.google.nl/patents/US4404325.
99. Matabola, K. P., De Vries, A. R., Moolman, F. S., and Luyt, A. S. (2009). Single polymer composites: a review. J. Mater. Sci. 44, 6213-6222. doi: 10.1007/s10853-009-3792-1
100. McCarthy, S., and Song, X. (2002). Biodegradable plasticizers for polylactic acid. J. Appl. Med. Polym. 6, 64-69.
101. Meng, B., Deng, J., Liu, Q., Wu, Z., and Yang, W. (2012). Transparent and ductile poly(lactic acid)/poly(butyl acrylate) (PBA) blends: structure and properties. Eur. Polym. J. 48, 127-135. doi: 10.1016/j.eurpolymj.2011.10.009
102. Mercier, J. P., Aklonis, J. J., Litt, M., and Tobolsky, A. V. (1965). Viscoelastic behaviour of the polycarbonate of bisphenol A. J. Appl. Polym. Sci. 9, 447-459. doi: 10.1002/app.1965.070090206
103. Michaeli, W., Höcker, H., Berghaus, U., and Frings, W. (1993). Reactive extrusion of styrene polymers. J. Appl. Polym. Sci. 48, 871. doi: 10.1002/app.1993.070480512
104. Michler, G. H. (1989). Crazes in amorphous polymers I. Variety of the structure of crazes and classification of different types of crazes. Colloid Polym. Sci. 267, 377-388. doi: 10.1007/BF01410182
105. Mochizuki, T., and Suzuki, F. (2004). U.S. Patent Application 20040180990 A1, Assigned to Fuji Photo Co Ltd.
106. Murariu, M., Da Silva Ferreira, A., Alexandre, M., and Dubois, P. (2008a). Polylactide (PLA) designed with desired end-use properties: 1. PLA compositions with low molecular weight ester-like plasticizers and related performances. Polym. Adv. Technol. 19, 636-646. doi: 10.1002/pat.1131
107. Murariu, M., Ferreira, A. D. S., Duquesne, E., Bonnaud, L., and Dubois, P. (2008b). Polylactide (PLA) and highly filled PLA-calcium sulfate composites with improved impact properties. Macromol. Symp. 272, 1-12. doi: 10.1002/masy.200851201
108. Nair, L. S., and Laurencin, C. T. (2007). Biodegradable polymers as biomaterials. Prog. Polym. Sci. 32, 762-798. doi: 10.1016/j.progpolymsci.2007.05.017
109. Narisawa, I., and Yee, A. (2006). "Crazing and fracture of polymers," in Materials Science and Technology (Yonezaga; Ann Arbor: Wiley-VCH Verlag GmbH and Co. KGaA). doi: 10.1002/9783527603978.mst0146
110. Nascimento, L., Gamez-Perez, J., Santana, O. O., Velasco, J. I., Maspoch, M. L., and Franco-Urquiza, E. (2010). Effect of the Recycling and Annealing on the Mechanical and Fracture Properties of Poly(Lactic Acid). J. Polym. Environ. 18, 654-660. doi: 10.1007/s10924-010-0229-5
111. ® (2005). PLA Polymer 2002D-Data Sheet. Available online at: http://www.unicgroup.com/upfiles/file01170656495.pdf
112. ® (2006). PLA Polymer 4032D-Data Sheet. Available online at: http://www.natureworksllc.com/~/media/Technical_Resources/Technical_Data_Sheets/TechnicalDataSheet_4032D_films_pdf.pdf
113. Natureworks LLC (2007). Technology Focus Report: Toughened PLA. Availbale online at: http://www.natureworksllc.com/~/media/Technical_Resources/Properties_Documents/PropertiesDocument_Toughened-Ingeo_pdf.pdf
114. Noda, I., Green, P. R., Satkowski, M. M., and Schechtman, L. A. (2005). Preparation and properties of a novel class of polyhydroxyalkanoate copolymers. Biomacromolecules 6, 580-586. doi: 10.1021/bm049472m
115. Noda, I., Satkowski, M. M., Dowrey, A. E., and Marcott, C. (2004). Polymer Alloys of Nodax Copolymers and Poly(lactic acid). Macromol. Biosci. 4, 269-275. doi: 10.1002/mabi.200300093
116. Nyambo, C., Misra, M., and Mohanty, A. (2012). Toughening of brittle poly(lactide) with hyperbranched poly(ester-amide) and isocyanate-terminated prepolymer of polybutadiene. J. Mater. Sci. 47, 5158-5168. doi: 10.1007/s10853-012-6393-3
117. O'Connell, P. A., and McKenna, G. B. (2002). "Yield and crazing in polymers," in Encyclopedia of Polymer Science and Technology (Lubbock, Texas: Texas Tech University; John Wiley and Sons, Inc.). Available online at: http://onlinelibrary. wiley.com/book/10.1002/0471440264/homepage/EditorsContributors.html. doi: 10.1002/0471440264.pst463
118. Odent, J., Habibi, Y., Raquez, J.-M., and Dubois, P. (2013a). Ultra-tough polylactide-based materials synergistically designed in the presence of rubbery e-caprolactone-based copolyester and silica nanoparticles. Composites Science and Technology. doi: 10.1016/j.compscitech.2013.05.003
119. Odent, J., Leclère, P., Raquez, J.-M., and Dubois, P. (2013b). Toughening of polylactide by tailoring phase-morphology with P[CL-co-LA] random copolyesters as biodegradable impact modifiers. Eur. Polym. J. 49, 914-922. doi: 10.1016/j.eurpolymj.2012.12.006
120. Odent, J., Habibi, Y., Raquez, J.-M., and Dubois, P. (2013c). "A new paradigm for the toughening of polylactide-based materials," in Proceedings of the Polymer Processing Society 28th Annual Meeting ~ PPS-28. Pattaya
121. Odent, J., Raquez, J.-M., Duquesne, E., and Dubois, P. (2012). Random aliphatic copolyesters as new biodegradable impact modifiers for polylactide materials. Eur. Polym. J. 48, 331-340. doi: 10.1016/j.eurpolymj.2011.11.002
122. Ohlberg, S. M., Roth, J., and Raff, R. A. V. (1959). Relationship between impact strength and spherulite growth in linear polyethylene. J. Appl. Polym. Sci. 1, 114-120. doi: 10.1002/app.1959.070010118
123. Oyama, H. T. (2009). Super-tough poly(lactic acid) materials: Reactive blending with ethylene copolymer. Polymer 50, 747-751. doi: 10.1016/j.polymer.2008.12.025
124. Park, S. D., Todo, M., Arakawa, K., and Koganemaru, M. (2006). Effect of crystallinity and loading-rate on mode I fracture behaviour of poly(lactic acid). Polymer 47, 1357-1363. doi: 10.1016/j.polymer.2005.12.046
125. Pearson Raymond, A. (2000). "Introduction to the Toughening of Polymers," in Toughening of Plastics, eds A. Pearson Raymond, H.-J. Sue, and A. F. Yee (Lehigh University; Texas A&M University; The University of Michigan: American Chemical Society), 1-12.
126. Pecorini, T. J., and Hertzberg, R. W. (1993). The fracture toughness and fatigue crack propagation behaviour of annealed PET. Polymer 34, 5053-5062. doi: 10.1016/0032-3861(93)90248-9
127. Perego, G., Cella, G. D., and Bastioli, C. (1996). Effect of molecular weight and crystallinity on poly(lactic acid) mechanical properties. J. Appl. Polym. Sci. 59, 37-43.
128. Perkins, W. G. (1999). Polymer toughness and impact resistance. Polym. Eng. Sci. 39, 2445-2460. doi: 10.1002/pen.11632
129. Petchwattana, N., Covavisaruch, S., and Euapanthasate, N. (2012). Utilization of ultrafine acrylate rubber particles as a toughening agent for poly(lactic acid). Mater. Sci. Eng. A 532, 64-70. doi: 10.1016/j.msea.2011.10.063
130. Pillin, I., Montrelay, N., and Grohens, Y. (2006). Thermo-mechanical characterization of plasticized PLA: Is the miscibility the only significant factor? Polymer 47, 4676-4682. doi: 10.1016/j.polymer.2006.04.013
131. Poirier, Y. (2002). Polyhydroxyalknoate synthesis in plants as a tool for biotechnology and basic studies of lipid metabolism. Prog. Lipid Res. 41, 131-155. doi: 10.1016/S0163-7827(01)00018-2
132. Rabetafika, H. N., Paquot, M., and Dubois, P. (2006). Les polymères issus du végétal matériaux à propriétés. Biotechnol. Agron. Soc. Environ. 10, 185-196.
133. Robertson, M. L., Chang, K., Gramlich, W. M., and Hillmyer, M. A. (2010). Toughening of polylactide with polymerized soybean oil. Macromolecules 43, 1807-1814. doi: 10.1021/ma9022795
134. Scaffaro, R., Morreale, M., Mirabella, F., and La Mantia, F. P. (2011). Preparation and Recycling of Plasticized PLA. Macromol. Mater. Eng. 296, 141-150. doi: 10.1002/mame.201000221
135. Schreck, K. M., and Hillmyer, M. A. (2007). Block copolymers and melt blends of polylactide with Nodax™ microbial polyesters: preparation and mechanical properties. J. Biotechnol. 132, 287-295. doi: 10.1016/j.jbiotec.2007.03.017
136. Seddon, J. D., Hepworth, S. J., and Priddle, J. E. (1971). United Kingdom 1,241,361 patent application.
137. Seelig, T., and Van Der Giessen, E. (2009). A cell model study of crazing and matrix plasticity in rubber-toughened glassy polymers. Comput. Mater. Sci. 45, 725-728. doi: 10.1016/j.commatsci.2008.05.024
138. Seiler, M. (2002). Dendritic polymers-interdisciplinary research and emerging applications from unique structural properties. Chem. Eng. Technol. 25, 237-253. doi: 10.1002/1521-4125(200203)25:3<237::AID-CEAT237>û3.0.CO;2-4
139. Semba, T., Kitagawa, K., Ishiaku, U. S., and Hamada, H. (2006). The effect of crosslinking on the mechanical properties of polylactic acid/polycaprolactone blends. J. Appl. Polym. Sci. 101, 1816-1825. doi: 10.1002/app.23589
140. Semba, T., Kitagawa, K., Ishiaku, U. S., Kotaki, M., and Hamada, H. (2007). Effect of compounding procedure on mechanical properties and dispersed phase morphology of poly(lactic acid)/polycaprolactone blends containing peroxide. J. Appl. Polym. Sci. 103, 1066-1074. doi: 10.1002/app.25311
141. Sierra, J., Noriega, M., Cardona, E., and Ospina, S. (2010). Proceedings of Annual Technical Conference of the Society of Plastics Engineers (ANTEC 2010) (Orlando, FL).
142. Sinclair, R. G. (1996). The case for polylactic acid as a commodity packaging plastic. J. Macromol. Sci. A Pure Appl. Chem. 33, 585-597. doi: 10.1080/10601329608010880
143. Song, W., Liu, H., Chen, F., and Zhang, J. (2012). Effects of ionomer characteristics on reactions and properties of poly(lactic acid) ternary blends prepared by reactive blending. Polymer 53, 2476-2484. doi: 10.1016/j.polymer.2012.03.050
144. Steinbüchel, A., and Valentin, H. E. (1995). Diversity of bacterial polyhydroxyalkanoic acids. FEMS Microbiol. Lett. 128, 219-228. doi: 10.1016/0378-1097(95)00125-O
145. Su, Z., Li, Q., Liu, Y., Hu, G.-H., and Wu, C. (2009). Compatibility and phase structure of binary blends of poly(lactic acid) and glycidyl methacrylate grafted poly(ethylene octane). Eur. Polym. J. 45, 2428-2433. doi: 10.1016/j.eurpolymj.2009.04.028
146. Sukano Co. (2008). Website. SUKANOVR announces unique transparent impact modifier for PLA. Available online at: http://www.sukano.com/downloads/newsletter/english/2008_02_PLA_IM_EN.pdf. Accessed on February 2008.
147. Taib, R. M., Ghaleb, Z. A., and Mohd Ishak, Z. A. (2012). Thermal, mechanical, and morphological properties of polylactic acid toughened with an impact modifier. J. Appl. Polym. Sci. 123, 2715-2725. doi: 10.1002/app.34884
148. Takayama, T., and Todo, M. (2006). Improvement of impact fracture properties of PLA/PCL polymer blend due to LTI addition. J. Mater. Sci. 41, 4989-4992. doi: 10.1007/s10853-006-0137-1
149. Takayama, T., Todo, M., Tsuji, H., and Arakawa, K. (2006). Effect of LTI content on impact fracture property of PLA/PCL/LTI polymer blends. J. Mater. Sci. 41, 6501-6504. doi: 10.1007/s10853-006-0611-9
150. Teamsinsungvon, A., Ruksakulpiwat, Y., and Jarukumjorn, K. (2010). Mechanical and morphological properties of poly(lactic acid)/poly (butylene adipate-co-terephtalate)/calcium carbonate composite. 18th international conference on composite materials. Avaliable online at: http://www.iccm-central.org/Proceedings/ICCM18proceedings/data/3.%20Poster%20Presentation/Aug23(Tuesday)/P2-1835%20Green%20Composites/P2-27-IF1477.pdf
151. Törmälä, P. (1992). Biodegradable self-reinforced composite materials; Manufacturing structure and mechanical properties. Clin. Mater. 10, 29-34. doi: 10.1016/0267-6605(92)90081-4
152. Tormala, P., Rokkanen, P., Laiho, J., Tamminmaki, M., and Vainionpaa, S. (1988). Material for osteosynthesis devices. US Patent Application 4,473,257
153. Tsuji, H., Nakano, M., Hashimoto, M., Takashima, K., Katsura, S., and Mizuno, A. (2006). Electrospinning of Poly(lactic acid) Stereocomplex Nanofibers. Biomacromolecules 7, 3316-3320. doi: 10.1021/bm060786e
154. Urayama, H., Ma, C., and Kimura, Y. (2003). Mechanical and thermal properties of poly(L-lactide) incorporating various inorganic fillers with particle and whisker shapes. Macromol. Mater. Eng. 288, 562-568. doi: 10.1002/mame.200350004
155. Van Der Wal, A., and Gaymans, R. J. (1999). Polypropylene-rubber blends: 5. Deformation mechanism during fracture. Polymer 40, 6067-6075. doi: 10.1016/S0032-3861(99)00216-5
156. Vannaladsaysy, V., Todo, M., Takayama, T., Jaafar, M., Ahmad, Z., and Pasomsouk, K. (2009). Effects of lysine triisocyanate on the mode I fracture behaviour of polymer blend of poly (l-lactic acid) and poly (butylene succinate-co-l-lactate). J. Mater. Sci. 44, 3006-3009. doi: 10.1007/s10853-009-3428-5
157. Vilay, V., Mariatti, M., Ahmad, Z., Pasomsouk, K., and Todo, M. (2009). Characterization of the mechanical and thermal properties and morphological behaviour of biodegradable poly(L-lactide)/poly(e-caprolactone) and poly(L-lactide)/poly(butylene succinate-co-L-lactate) polymeric blends. J. Appl. Polym. Sci. 114, 1784-1792. doi: 10.1002/app.30683
158. Vroman, I., and Tighzert, L. (2009). Biodegradable polymers. Materials 2, 307-344. doi: 10.3390/ma2020307
159. Wang, L., Ma, W., Gross, R. A., and McCarthy, S. P. (1998). Reactive compatibilization of biodegradable blends of poly(lactic acid) and poly(ε-caprolactone). Polym. Degrad. Stab. 59, 161-168. doi: 10.1016/S0141-3910(97)00196-1
160. Wang, R., Wang, S., Zhang, Y., Wan, C., and Ma, P. (2009). Toughening modification of PLLA/PBS blends via in situ compatibilization. Polym. Eng. Sci. 49, 26-33. doi: 10.1002/pen.21210
161. White, E. F. T. (1984). Fracture behaviour of polymers. Edited by A. J. Kinloch and R. J. Young, Applied Science Publishers, London and New York, 1983. Pp xxv + 496, Price £30.00. ISBN 0853341869. Br. Polym. J. 16, 114. doi: 10.1002/pi.4980160231f
162. Wright-Charlesworth, D. D., Miller, D. M., Miskioglu, I., and King, J. A. (2005). Nanoindentation of injection moulded PLA and self-reinforced composite PLA after in vitro conditioning for three months. J. Biomed. Mater. Res. A 74A, 388-396. doi: 10.1002/jbm.a.30353
163. Wu, S. (1990). Chain structure, phase morphology, and toughness relationships in polymers and blends. Polym. Eng. Sci. 30, 753-761. doi: 10.1002/pen.760301302
164. Xiao, H., Lu, W., and Yeh, J.-T. (2009). Effect of plasticizer on the crystallization behaviour of poly(lactic acid). J. Appl. Polym. Sci. 113, 112-121. doi: 10.1002/app.29955
165. Yu, F., Liu, T., Zhao, X., Yu, X., Lu, A., and Wang, J. (2012). Effects of Talc on the Mechanical and Thermal Properties of Polylactide. J. Appl. Polym. Sci. 125, E99-E109. doi: 10.1002/app.36260
166. Yu, L., Liu, H., Xie, F., Chen, L., and Li, X. (2008). Effect of annealing and orientation on microstructures and mechanical properties of polylactic acid. Polym. Eng. Sci. 48, 634-641. doi: 10.1002/pen.20970
167. Zhang, C., Wang, W., Huang, Y., Pan, Y., Jiang, L., Dan, Y., et al. (2013a). Thermal, mechanical and rheological properties of polylactide toughened by expoxidized natural rubber. Mater. Des. 45, 198-205. doi: 10.1016/j.matdes.2012.09.024
168. Zhang, H., Fang, J., Ge, H., Han, L., Wang, X., Hao, Y., et al. (2013b). Thermal, mechanical, and rheological properties of polylactide/poly(1,2-propylene glycol adipate). Polym. Eng. Sci. 53, 112-118. doi: 10.1002/pen.23238
169. Zhang, N., Wang, Q., Ren, J., and Wang, L. (2009a). Preparation and properties of biodegradable poly(lactic acid)/poly(butylene adipate-co-terephthalate) blend with glycidyl methacrylate as reactive processing agent. J. Mater. Sci. 44, 250-256. doi: 10.1007/s10853-008-3049-4
170. Zhang, W., Chen, L., and Zhang, Y. (2009b). Surprising shape-memory effect of polylactide resulted from toughening by polyamide elastomer. Polymer 50, 1311-1315. doi: 10.1016/j.polymer.2009.01.032
171. Zhang, X., Li, Y., Han, L., Han, C., Xu, K., Zhou, C., et al. (2013c). Improvement in toughness and crystallization of poly(L-lactic acid) by melt blending with ethylene/methyl acrylate/glycidyl methacrylate terpolymer. Polym. Eng. Sci. 53, 2498-2508. doi: 10.1002/pen.23507
172. Zhao, P., Liu, W., Wu, Q., and Ren, J. (2010). Preparation, mechanical, and thermal properties of biodegradable polyesters/poly(lactic acid) blends. J. Nanomater. 2010. doi: 10.1155/2010/287082
173. Zhao, Q., Ding, Y., Yang, B., Ning, N., and Fu, Q. (2013). Highly efficient toughening effect of ultrafine full-vulcanized powdered rubber on poly(lactic acid)(PLA). Polym. Test. 32, 299-305. doi: 10.1016/j.polymertesting.2012.11.012
174. Zhu, S., Rasal, R., and Hirt, D. (2009). Annual Technical Conference of the Society of Plastics Engineers (ANTEC 2009), (Chicago, Illinois), 1616-1620.
175. Zinn, M., Witholt, B., and Egli, T. (2001). Occurrence, synthesis and medical application of bacterial polyhydroxyalkanoate. Adv. Drug Deliv. Rev. 53, 5-21. doi: 10.1016/S0169-409X(01)00218-6