Degradation studies on segmented polyurethanes prepared with HMDI, PCL and different chain extenders

Acta Biomaterialia

Volumn 6, Issue 6, 2010, Pages 2035-2044

  Chan Chan, L H ^a   Solis Correa, R ^a   Vargas Coronado, R F ^a   Cervantes Uc, J M ^a   Cauich Rodriguez J V ^a   Quintana, P ^b   Bartolo Perez P ^b  

^a CENTRO DE INVESTIGACIÓN CIENTÍFICA DE YUCATÁN   (Mexico)

^b DEPARTAMENTO DE FÍSICA APLICADA   (Mexico)

Author keywords

Cardiovascular; Chemical degradation; Polycaprolactone; Segmented polyurethanes; Thiol chain extender

Indexed keywords

ALKALINITY; CHAINS; CHLORINE COMPOUNDS; DIFFERENTIAL SCANNING CALORIMETRY; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GLASS TRANSITION; POLYCAPROLACTONE; POLYURETHANES; SCANNING ELECTRON MICROSCOPY; SODIUM HYDROXIDE; X RAY DIFFRACTION;

ALKALINE DEGRADATION; BIODEGRADABLE SEGMENTED POLYURETHANES; CARDIOVASCULAR; CHAIN EXTENDERS; CHEMICAL DEGRADATION; FOURIER TRANSFORM INFRARED; SEGMENTED POLYURETHANES; SOFT SEGMENTS; THIOL CHAIN EXTENDER; X- RAY DIFFRACTIONS;

THERMOGRAVIMETRIC ANALYSIS;

4,4' METHYLENE BIS (CYCLOHEXYL ISOCYANATE); BUTANEDIOL; DITHIOERYTHRITOL; ISOCYANIC ACID DERIVATIVE; POLYCAPROLACTONE; POLYURETHAN; UNCLASSIFIED DRUG; BIOMATERIAL; CROSS LINKING REAGENT; CYANIC ACID DERIVATIVE; DICYCLOHEXYLMETHANE 4,4' DIISOCYANATE; METHYLENE BIS(4-CYCLOHEXYLISOCYANATE); POLYESTER;

ARTICLE; BIOCOMPATIBILITY; BIODEGRADATION; BLOOD CLOTTING; DECOMPOSITION; DIFFERENTIAL SCANNING CALORIMETRY; GLASS TRANSITION TEMPERATURE; INFRARED SPECTROSCOPY; PHYSICAL CHEMISTRY; POROSITY; PRIORITY JOURNAL; SCANNING ELECTRON MICROSCOPY; THERMOGRAVIMETRY; X RAY DIFFRACTION; BODY FLUID; CHEMISTRY; CRYSTALLIZATION; MATERIALS TESTING; METHODOLOGY; SURFACE PROPERTY;

BIOCOMPATIBLE MATERIALS; BODY FLUIDS; CROSS-LINKING REAGENTS; CRYSTALLIZATION; CYANATES; MATERIALS TESTING; POLYESTERS; POLYURETHANES; SURFACE PROPERTIES;

EID: 77956644475     PISSN: 17427061     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.actbio.2009.12.010     Document Type: Article

References (39)

1. Zdrahala RJ, Zdrahala IJ. Biomedical applications of polyurethanes. A review of past promises, present realities, and a vibrant future. J Biomater Appl 1999;14:67-90.
2. Stokes K, McVenes R, Anderson JM. Polyurethane elastomer biostability. J Biomater Appl 1995;9:321-54.
3. Tang YW, Labow RS, Revenko I, Santerre JP. Influence of surface morphology and chemistry on the enzyme catalyzed biodegradation of polycarbonateurethanes. J Biomater Sci Polym Ed 2002;13:463-83.
4. Hsu SH, Kao YCh. Biocompatibility of poly (carbonate urethanes) with various degrees of nanophase separation. Macromol Biosci 2005;5:246-53.
5. Chen Z, Zhang R, Makoto K, Tadao N. Preparation and properties of a novel grafted segmented polyurethane-bearing glucose groups. J Biomater Sci Polym Ed 1999;10:901-16.
6. Takahara A, Hergenrother RW, Coury AJ, Cooper SL. Effect of soft segment chemistry on the biostability of segmented polyurethanes. I. In vitro oxidation. J Biomed Mater Res 1991;25:341-56.
7. Thomas V, Jayabalan M. Study on the effect of virtual crosslinking on the hydrolytic stability of novel aliphatic polyurethane ureas for blood contact applications. J Biomed Mater Res 2001;56:144-57.
8. Poussard L, Burel F, Couvercelle JP, Lesouhaitier O, Merhi Y, Tabrizian M, et al. In vitro thrombogenicity investigation of new water-dispersible polyurethane anionomers bearing carboxylate groups. J Biomater Sci Polym Ed 2005;16:335-51.
9. Kannan RY, Salacinski HJ, Odlyha M, Butler PE, Seifalian AM. The degradative resistance of polyhedral oligomeric silsesquioxane nanocore integrated polyurethanes: an in vitro study. Biomaterials 2006;27:1971-9.
10. Irusta L, Fernandez-Berridi MJ. Photooxidative behaviour of segmented aliphatic polyurethanes. Polym Degrad Stabil 1999;63:113-9.
11. Heijkants RGJC, Van Calck RV, Van Tienen TG, De Groot JH, Buma P, Pennings AJ, et al. Uncatalyzed synthesis, thermal and mechanical properties of polyurethanes based on poly (ε-caprolactone) and 1, 4-butane diisocyanate with uniform hard segments. Biomaterials 2005;26:4219-28.
12. Bogdanov B, Toncheva V, Schacht E. Thermal properties and morphology of poly (ester urethanes) prepared from polycaprolactone diol. J Therm Anal Calorim 1999;56:1115-21.
13. Hassan MK, Mauritz KA, Storey RF, Wiggins JS. Biodegradable aliphatic thermoplastic polyurethane based on poly (ε-caprolactone) and L-lysine diisocynate. J Polym Sci A Polym Chem 2006;44:2990-3000.
14. Troev K, Tsekova A, Tsevi R. Chemical degradation of polyurethanes: degradation of flexible polyester polyurethane foam by phosphonic acid dialkyl ester. J Appl Polym Sci 2000;78:2565-73.
15. Kim BK, Lee SY. Polyurethanes having shape memory effects. Polymer 1996;37:5781-93.
16. Li FH, Hou J, Zhu W, Zhang X, Mao X, Xiaolie L, et al. Crystallinity and morphology of segmented polyurethanes with different soft-segment length. J Appl Polym Sci 1996;62:631-8.
17. Culin J, Andreis M, Smit I, Veksli Z, Anzlovar A, Zigon M. Motional heterogeneity and phase separation of functionalized polyester polyurethanes. Eur Polym J 2004;40:1857-66.
18. Solis-Correa RR, Vargas-Coronado R, Aguilar-Vega M, Cauich-Rodriguez JV, San Roman J, Marcos A. Synthesis of HMDI-based segmented polyurethanes and their use in the manufacture of elastomeric composites for cardiovascular applications. J Biomater Sci Polym Ed 2007;18:561-78.
19. Tang YW, Labow RS, Santerre JP. Isolation of methylene dianiline and aqueoussoluble biodegradation products from polycarbonate-polyurethanes. Biomaterials 2003;24:2805-19.
20. Duan X, Lewis RS. Improved haemocompatibility of cysteine-modified polymers via endogenous nitric oxide. Biomaterials 2002;23:1197-203.
21. Santerre JP, Woodhouse K, Laroche G, Labow RS. Understanding the biodegradation of polyurethanes: from classical implants to tissue engineering materials. Biomaterials 2005;26:7457-70.
22. Tanzi MC, Mantovani D, Petrini P, Guidoin R, Laroche G. Chemical stability of polyether urethanes versus polycarbonate urethanes. J Biomed Mater Res 1997;36:550-9.
23. Wu Y, Selliti C, Anderson JM, Hiltner A, Lodoen GA, Payet CR. An FTIRATR investigation of in vivo poly (ether urethane) degradation. J Appl Polym Sci 1992;46:201-11.
24. McCarthy SJ, Meijs GF, Mitchell N, Gunatillake PA, Heath G, Brandwood A, et al. In vivo degradation of polyurethanes: transmission-FTIR microscopic characterization of polyurethanes sectioned by cryomicrotomy. Biomaterials 1997;18:1387-409.
25. Christenson EM, Dadsetan M, Wiggins M, Anderson JM, Hiltner A. Poly-(carbonate urethane) and poly (ether urethane) biodegradation: in vivo studies. J Biomed Mater Res A 2004;69 A: 407-16.
26. Stachelek SJ, Alferiev I, Choi H, Chan CHW, Zubiate B, Sacks M, et al. Prevention of oxidative degradation of polyurethanes by covalent attachment of di-tertbutylphenol residues. J Biomed Mater Res 2006;78 A: 653-61.
27. Fields C, Cassano A, Allen C, Meyer A, Pawlowski KJ, Bowlin GL, et al. Endothelial cell seeding of a 4-mm I. D. polyurethane vascular graft. J Biomater Appl 2002;17:45-70.
28. Grenier S, Sandig M, Holdsworth DW, Mequanint K. Interaction of coronary artery smooth muscle cells with 3D porous polyurethane scaffolds. J Biomed Mater Res A 2009;89 A (2):293-303.
29. Bernacca GM, Gulbransen MJ, Wilkinson R, Wheatley DJ. In vitro blood compatibility of surface modified polyurethanes. Biomaterials 1998;19:1151-65.
30. Wan M, Baek DK, Cho JH, Kang IK, Kim KH. In vitro blood compatibility of heparin-immobilized polyurethane containing ester groups in the side chain. J Mater Sci Mater Med 2004;15:1079-87.
31. Thomas V, Kumari TV, Jayabalan M. In vitro studies on the effect of physical crosslinking on the biological performance of aliphatic poly (urethane ureas) for blood contact applications. Biomacromol 2001;2:588-96. (Pubitemid 32707541)
32. Szelest-Lewandowska A, Masiulanis B, Szymonowicz M, Pileka S, Paluch D. Modified polycarbonate urethane: synthesis, properties and biological investigation in vitro. J Biomed Mater Res A 2007;82 A: 509-20.
33. Xie X, Wang R, Li J, Luo L, Wen D, Zhong Y, Zhao Ch. Fluorocarbon chain end capped poly (carbonate urethanes) s as biomaterials: blood compatibility and chemical stability assessments. J Biomed Mater Res Appl Biomater 2009;89 B (1):223-41.
34. Gunatillake PA, Meijs GF, Rizzardo E, Chatelier RC, McCarthy SJ, Brandwood A, Schindhelm K. Polyurethane elastomers based on novel polyether macrodiols and MDI: synthesis, mechanical properties, and resistance to hydrolysis and oxidation. J Appl Polym Sci 1992;46:319-28.
35. Lind P, Skarping G, Dalene M. Biomarkers of toluene diisocyanate and thermal degradation products of polyurethanes, with special reference to the sample preparation. Anal Chim Acta 1996;333:277-83.
36. Sarkar D, Lopina ST. Oxidative and enzymatic degradation of L-tyrosine based polyurethanes. Polym Degrad Stabil 2007;92:1994-2004.
37. Lyu S, Schley J, Loy B, Luo L, Hobot C, Sparer R, et al. In vitro biostability evaluation of polyurethane composites in acidic, basic, oxidative and neutral solutions. J Biomed Mater Res B Appl Biomater 2008;85 B: 509-18.
38. Shieh YT, Chen HT, Liu KH, Twu YK. Thermal degradation of MDI-based segmented polyurethanes. J Polym Sci Polym Chem 1999;37:4126-34.
39. Skarja GA, Woodhouse KA. In vitro degradation and erosion of biodegradable, segmented polyurethanes containing an amino acid-based chain extender. J Biomater Sci Polym Ed 2001;12:851-73.