Toughening of poly(L-lactide) by polyester-urethane networks based on castor oil-modified ɛ-caprolactone oligomers

Journal of Polymer Research

Volumn 22, Issue 11, 2015, Pages

  Fujigasaki, Junya ^a   Shibata, Mitsuhiro ^a  

^a CHIBA INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Castor oil; Poly(L lactide); Poly( caprolactone); Polyester urethane; Semi interpenetrating polymer network; Toughness

Indexed keywords

ESTERS; INTERPENETRATING POLYMER NETWORKS; OLIGOMERS; POLYMERIZATION; TOUGHNESS; VEGETABLE OILS;

CAPROLACTONE; CASTOR OIL; POLY (L-LACTIDE); POLYESTERURETHANES; SEMI-INTERPENETRATING POLYMER NETWORKS;

RING OPENING POLYMERIZATION;

EID: 84945129774     PISSN: 10229760     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10965-015-0862-8     Document Type: Article

References (43)

1. Odent J, Raquez JM, Leclére P, Lauro F, Dubois P (2015) Crystallization-induced toughness of rubber-modified polylactide: combined effects of biodegradable impact modifier and effective nucleating agent. Polym Adv Technol. doi:10.1002/pat.3513
2. Li JZ, Schutz JM, Chan CM (2015) The relationship between morphology and impact toughness of poly(L-lactic acid)/poly(ethylene oxide) blends. Polymer 63:179–188
3. Tuba F, Oláh L, Nagy P (2011) Characterization of the fracture properties of aragonite- and calcite-filled poly(ɛ-caprolactone) by the essential work of fracture method. J Appl Polym Sci 120:2587–2595
4. Wong SC, Baji A, Gent AN (2008) Effect of specimen thickness on fracture toughness and adhesive properties of hydroxyapatite-filled polycaprolactone. Compos Part A 39:579–587
5. Takase H, Morita K, Shibita A, Shibata M (2014) Polymer networks prepared from 4-arm star-shaped L-lactide oligomers with different arm lengths and their semi-interpenetrating polymer networks containing poly(L-lactide). J Polym Res 21(592):1–10
6. Wang M (2003) Developing bioactive composite materials for tissue replacement. Biomaterials 24:2133–2151
7. López-Rodriguez N, López-Arraiza A, Meaurio E, Sarasua JR (2006) Crystallization, morphology, and mechanical behavior of polylactide/poly(ɛ -caprolactone) blends. Polym Eng Sci 46:1299–1308
8. Vilay V, Mariatti M, Ahmad Z, Pasomsouk K, Todo M (2010) Improvement of microstructures and properties of biodegradable PLLA and PCL blends compatibilized with a triblock copolymer. Mater Sci Eng A 527:6930–6937
9. Patrício T, Domingos M, Gloria A, Bártolo P (2013) Characterization of PCL and PCL/PLA scaffolds for tissue engineering. Procedia CIRP 5:110–114
10. Dell’Erba R, Groeninckx G, Maglio G, Malinconico M, Migliozzi A (2001) Immiscible polymer blends of semicrystalline biocompatible components: thermal properties and phase morphology analysis of PLLA/PCL blends. Polymer 42:7831–7840
11. Wu D, Zhang Y, Zhang M, Zhou W (2008) Phase behavior and its viscoelastic response of polylactide/poly(ɛ-caprolactone) blend. Eur Polym J 44:2171–2183
12. Simões CL, Viana JC, Cunha AM (2009) Mechanical properties of poly(ɛ-caprolactone) and poly(lactic acid) blends. J Appl Polym Sci 112:345–352
13. Vilay V, Maratti M, Ahmad Z, Pasomsouk K, Todo M (2009) Characterization of the mechanical and thermal properties and morphological behavior of biodegradable poly(L-lactide)/poly(ɛ-caprolactone) and poly(L-lactide)/poly(butylene succinate-co-L-lactate) polymer blends. J Appl Polym Sci 114:1784–1792
14. Patrício T, Bártolo P (2013) Thermal stability of PCL/PLA blends produced by physical blending process. Procedia Eng 59:292–297
15. Valle LJ, Camps R, Diaz A, Franco L, Rodríguez-Galán A, Puiggalí J (2011) Electrospinning of polylactide and polycaprolactone mixtures for preparation of materials with tunable drug release properties. J Polym Res 18:1903–1917
16. Choi NS, Kim CH, Cho KY, Park JK (2002) Morphology and hydrolysis of PCL/PLLA blends compatibilized with P(LLA-co-ɛCL) or P(LLA-b- ɛCL). J Appl Polym Sci 86:1892–1898
17. Chavalitpanya K, Phattanarudee S (2013) Poly(lactic acid)/polycaprolactone blends compatibilized with block copolymer. Energy Procedia 34:52–58
18. Wang L, Ma W, Gross RA, McCarthy SP (1998) Reactive compatibilization of biodegradable blends of poly(lactic acid) and poly(ɛ-caprolactone). Polym Degrad Stab 59:161–168
19. Tuba F, Oláh L, Nagy P (2011) Characterization of reactively compatibilized poly(D,L-lactide)/poly(ɛ-caprolactone) biodegradable blends by essential work of fracture method. Eng Fract Mech 78:3123–3133
20. Huang MH, Li S, Vert M (2004) Synthesis and degradation of PLA-PCL-PLA triblock copolymer prepared by successive polymerization of ɛ-caprolactone and D,L-lactide. Polymer 45:8675–8681
21. Cohn D, Salomon H (2005) Sedigning biodegradable multiblock PCL/PLA thermoplastic elastomers. Biomater 26:2297–2305
22. Kang YM, Lee SH, Lee JY, Son JS, Kim BS, Lee B, Chun HJ, Min BH, Kim JH, Kim MS (2010) A biodegradable, injectable, gel system based on MPEG-b-(PCL-ran-PLLA) diblock copolymers with an adjustable therapeutic window. Biomater 31:2453–2460
23. Nijenhuis AJ, Grijpma DW, Pennings AJ (1996) Crosslinked poly(L-lactide) and poly(ɛ-caprolactone). Polymer 37:2783–2791
24. Younes HM, Bravo-Grimaldo E, Amsden BG (2004) Synthesis, characterization and in vitro degradation of a biodegradable elastomer. Biomater 25:5261–5269
25. Serra RS, Ivirico JLE, Dueñas JMM, Balado AA, Ribelels JLG, Sánchez MS (2009) Segmental dynamics in poly(ɛ-caprolactone)/poly(L-lactide) copolymer networks. J Polym Sci B Polym Phys 47:183–193
26. Liu Q, Jiang L, Zhang L (2012) Synthesis, preparation, in vitro degradation, and application of novel degradable bioelastomers–a review. Prog Polym Sci 37:715–765
27. Shibita A, Takase T, Shibata M (2014) Semi-interpenetrating polymer networks composed of poly(L-lactide) and diisocyanate-bridged 4-arm star-shaped ɛ-caprolactone oligomers. Polymer 55:5407–5416
28. Takase H, Shibita A, Shibata M (2014) Semi-interpenetrating polymer networks composed of diisocyanate-bridged 4-arm star-shaped L-lactide oligomers and poly(ɛ-caprolactone). J Polym Sci B Polym Phys 52:1420–1428
29. Ogunniyi DS (2006) Castor oil: a vital industrial raw material. Bioresour Technol 97:1086–1091
30. Quipeng G, Shixia F, Qingyu Z (1990) Polyurethanes from 2,4-toluene diisocyanate and a mixture of castor oil and hydroxyether of bisphenol-a. Eur Polym J 26:1177–1180
31. Yeganeh H, Mehdizadeh MR (2004) Synthesis and properties of isocyanate curable millable polyurethane elastomers based on castor oil as a renewable resource polyol. Eur Polym J 40:1233–1238
32. Thakur S, Karak N (2013) Castor oil-based hyperbranched polyurethanes as advanced surface coating materials. Prog Org Coat 76:157–164
33. Chen S, Wang Q, Wang T (2012) Preparation, tensile, damping and thermal properties of polyurethanes based on various structural polymer polyols: effects of composition and isocyanate index. J Polym Res 19(9994):1–7
34. Bai S, Khakhar DV, Nadkarni VM (1997) Mechanical properties of simultaneous interpenetrating polymer networks of castor oil based polyurethane and polystyrene. Polymer 38:4319–4323
35. Araújo RCS, Pasa VMD (2004) New Eucalyptus tar-derived polyurethane coatings. Prog Org Coat 51:6–14
36. Wang C, Zheng Y, Xie Y, Qiao K, Sun Y, Yue L (2015) Synthesis of bio-castor oil polyurethane flexible foams and the influence of biotic component on their performance. J Polym Res 22(145):1–9
37. Jayabalan M, Lizymol PP (1997) Studies on the effect of crosslinker on the stability of castor-oil-based aliphatic polyurethane potting compound. Polym Degrad Stab 58:251–255
38. Gurunathan T, Mohanty S, Nayak SK (2015) Isocyanate terminated castor oil-based polyurethane prepolymer: synthesis and characterization. Prog Org Coat 80:39–48
39. Rodrigues JME, Pereira MR, de Souza AG, Carvalho ML, Dantas Neto AA, Dantas TNC, Fonseca JLC (2005) DSC monitoring of the cure kinetics of a castor oil-based polyurethane. Thermochim Acta 427:31–36
40. Crescenzi V, Manzini G, Calzolari G, Borri C (1972) Thermodynamics of fusion of poly-β-propiolactone and poly-ɛ-caprolactone. Comparative analysis of the melting of aliphatic polylactone and polyester chains. Eur Polym J 8:449–463
41. Fisher EW, Sterzel HJ, Wegner G (1973) Investigation on the structure of solution grown crystals of lactide copolymers by means of chemical reactions. Kolloid Z Z Polym 251:980–990
42. Chattopadhyay DK, Webster DC (2009) Thermal stability and flame retardancy of polyurethanes. Prog Polym Sci 34:1068–1113
43. Grassie N, Zulfiqar M (1978) Thermal degradation of the polyurethane from 1,4-butanediol and methylene bis(4-phenyl isocyanate). J Polym Sci Polym Chem Ed 16:1563–1574