Synthesis and characterization of biodegradable polyurethane based on poly(ε-caprolactone) and L-lysine ethyl ester diisocyanate

Frontiers of Materials Science in China

Volumn 3, Issue 1, 2009, Pages 25-32

  Han, Jian ^a   Chen, Bing ^b   Ye, Lin ^a   Zhang, Ai Ying ^a   Zhang, Jian ^b   Feng, Zeng Guo ^a  

^a BEIJING INSTITUTE OF TECHNOLOGY   (China)

^b CAPITAL MEDICAL UNIVERSITY   (China)

Author keywords

Biodegradability; L lysine ethyl ester diisocyanate; Poly( caprolactone); Polyurethane; Solution electrospinning

Indexed keywords

EID: 62249197536     PISSN: 16737377     EISSN: 16737482     Source Type: Journal    
DOI: 10.1007/s11706-009-0013-4     Document Type: Article

References (36)

1. A. Scott 2008 Biodegradable polyurethanes: synthesis and applications in regenerative medicine Tissue Engineering: Part B 14 1 3 17
2. L. S. Nair C. T. Laurencin 2007 Biodegradable polymers as biomaterials Progress in Polymer Science 32 762 798
3. R. F. Storey J. S. Wiggins A. D. Puckett 1994 Hydrolyzable poly(esterurethane) networks from L-lysine diisocyanate and D,L-lactide/ε- caprolactone homo- and copolyester triols Journal of Polymer Science: Part A: Polymer Chemistry 32 2345 2363
4. J. P. Santerre K. Woodhouse G. Laroche 2005 Understanding the biodegradation of polyurethanes: From classical implants to tissue engineering materials Biomaterials 26 7457 7470
5. E. Jabbari M. Khakpour 2000 Morphology of and release behavior from porous polyurethane microshperes Biomaterials 21 2073 2079
6. J. W. Boretos W. S. Pierce 1968 Segmented polyurethanes: a polyester polymer: an initial evaluation for biomedical applications Journal of Biomedical Materials Research 2 121 130
7. F. Benoit 1993 Degradation of polyurethane foams used in the meme breast implant Journal of Biomedical Materials Research 27 1341 1348
8. P. Gunatillake R. Mayadunne R. Adhikari 2006 Recent developments in biodegradable polymers Biotechnology Annual Review 12 1387 2656
9. Y. W. Tang R. S. Labow J. P. Santerre 2001 Enzyme-induced biodegradation of polycarbonate polyurethanes: dependence on hard-segment concentration Journal of Biomedical Materials Research 56 516 528
10. K. Hiltunen J. Tuominen 1998 Hydrolysis of lactic acid-based poly(esterurethane) s Polymer International 47 186 192
11. S. A. Guelcher K. M. Gallagher J. E. Didier 2005 Synthesis of biocompatible segmented polyurethanes from aliphatic diisocyanates and diurea diol chain extenders Acta Biomaterialia 1 471 484
12. Gogolewski S. Biomedical polyurethanes. In: Arshady R, ed. Desk Reference of Functional Polymers. Washington, DC: American Chemical Society, 1997
13. F. Benoit 1993 Degradation of polyurethane foams used in the meme breast implant Journal of Biomedical Materials Research 27 1341 1348
14. J. Y. Zhang E. J. Beckman N. P. Piesco 2000 A new peptide-based urethane polymer: synthesis, biodegradation, and potential to support cell growth in vitro Biomaterials 21 1247 1258
15. A. M. Fernandez G. A. Abraham J. L. Valentin 2006 Synthesis and characterization of biodegradable non-toxic poly(ester-urethaneurea) s based on poly(ε-caprolactone) and amino acid derivatives Polymer 47 785 798
16. C. J. Spaans V. W. Belgraver O. Rienstra 2000 Solvent-free fabrication of micro-porous polyurethane amide and polyurethaneurea scaffolds for repair and replacement of the knee-joint meniscus Biomaterials 21 2453 2460
17. L. J. Bonassar C. A. Vacanti 1998 Tissue engineering: the first decade and beyond Journal of Cellular Biochemistry 31 297
18. Y. Tabata 2001 Recent progress in tissue engineering Drug Discovery Today 6 483 487
19. P. X. Ma 2008 Biomimetic materials for tissue engineering Advanced Drug Delivery Reviews 60 184 198
20. O. E. Teebken A. Haverich 2002 Tissue engineering of small diameter vascular grafts European Journal of Vascular and Endovascular Surgery 23 475 485
21. A. Ratcliffe 2000 Tissue engineering of vascular grafts Matrix Biology 19 353 357
22. H. Chen X. W. Jiang L. He 2002 Novel biocompatible waterborne polyurethane using L-lysine as an extender Journal of Applied Polymer Science 84 2474 2480
23. A. Greiner J. H. Wendorff 2007 Electrospinning: A fascinating method for the preparation of ultrathin fibers Angewandte Chemie International Edition 46 5670 5703
24. Z. M. Huang Y. Z. Zhang M. Kotaki 2003 A review on polymer nanofibers by electrospinning and their applications in nanocomposites Composites Science and Technology 63 2223 2253
25. M. M. Demir I. Yilgor E. Yilgor 2002 Electrospinning of polyurethane fibers Polymer 43 3303 3309
26. H. T. Zhuo J. L. Hu S. J. Chen 2008 Electrospun polyurethane nanofibres having shape memory effect Materials Letters 62 2074 2076
27. A. Takshara M. Hadano T. Yamaguchi 2005 Characterization of novel biodegradable segmented polyurethanes prepared from amino acid based diisocyanate Macromolecular Symposium 224 207 217
28. D. Darwis H. Mitomo T. Enjoji 1998 Enzymatic degradation of radiation crosslinked poly(ε-caprolactone) Polymer Degradation and Stability 62 259 265
29. J. S. Nowick N. A. Powell T. M. Nguyen 1992 An improved method for the synthesis of enantiomerically pure amino acid ester isocyanates Journal of Organic Chemistry 57 7364 7366
30. G. A. Skarja K. A. Woodhouse 2000 Structure-property relationships of degradable polyurethane elastomers containing an amino acid-based chain extender Journal of Applied Polymer Science 75 1522 1534
31. J. J. Stankus J. J. Guan K. Fujimoto 2006 Microintegrating smooth muscle cells into a biodegradable, elastomeric fiber matrix Biomaterials 27 735 744
32. X. H. Zhang C. B. Baughman D. L. Kaplan 2008 In vitro evaluation of electrospun silk fibroin scaffolds for vascular cell growth Biomaterials 29 2217 2227
33. J. S. Travis A. R. Horst 2008 Electrospinning: Applications in drug delivery and tissue engineering Biomaterials 29 1989 2006
34. G. A. Skarja K. A. Woodhouse 2001 In vitro degradation and erosion of degradable, segmented polyurethanes containing an amino acid-based chain extender Journal of Biomaterials Science Polymer Edition 12 851 873
35. G. Ciardelli A. Rechichi P. Cerrai 2004 Segmented polyurethanes for medical applications: Synthesis, characterization and in vitro enzymatic degradation studies Macromolecular Symposium 218 261 271
36. N. Yamamoto A. Nakayama M. Oshima 2007 Enzymatic hydrolysis of lysine diisocyanate based polyurethanes and segmented polyurethane ureas by various proteases Reactive & Functional Polymers 67 1338 1345