Incorporation of polydimethylsiloxane into polyurethanes and characterization of copolymers

European Polymer Journal

Volumn 47, Issue 8, 2011, Pages 1694-1708

  Joki Korpela, Fatima ^a   Pakkanen, Tuula T ^a  

^a UNIVERSITY OF EASTERN FINLAND   (Finland)

Author keywords

Morphology; NMR; Polydimethylsiloxane surface enrichment; Polyether polyurethane; SEM; Transurethanetion

Indexed keywords

ATR-FT-IR SPECTROSCOPY; BOND-BREAKING; CATALYZED REACTIONS; COPOLYMER FILMS; DIBUTYLTIN; DIFFERENT MASS; END-GROUPS; H NMR SPECTROSCOPY; HYDROPHOBIC CHAINS; POLYETHER-POLYURETHANE; STATIC CONTACT ANGLE; TRANSURETHANETION;

CONTACT ANGLE; COPOLYMERIZATION; DEIONIZED WATER; ETHERS; FILM PREPARATION; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GLASS TRANSITION; HYDROPHOBICITY; MICROCHANNELS; MOLAR MASS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLASTIC PRODUCTS; POLYDIMETHYLSILOXANE; SILICONES; SPECTRUM ANALYSIS; SURFACE PROPERTIES;

COPOLYMERS;

EID: 79961165818     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2011.06.006     Document Type: Article

References (67)

1. R.G. Jones, W. Ando, and J. Chojnowski Silicon-containing polymers. The science and technology of their synthesis and applications 2000 Kluwer Academic Publishers. Dordrecht (Section 1)
2. Ward RS, Tian Y, White KA. Improved polymer biostability via oligomeric end groups incorporated during synthesis. 216th ACS National Meeting, August 23-27, Boston, MA, 1998.
3. White KA, Ward RS, Wolcott CA, Wong K. Surface modification of segmented polyurethaneureas via oligomeric end groups incorporated during synthesis. The American Chemical Society Polymer Division Symposium, "Polymer surface modification for biomedical applications," April 2-5, Anaheim, CA, 1995.
4. I. Yilgör, J.S. Riffle, G.L. Wilkes, and J.E. McGrath Siloxane-urea segmented copolymers 1. Synthesis and characterization of model polymers from MDI and α,ω-bis(aminopropyl) polydimethylsiloxane Polym Bull 8 1982 535 542 (Pubitemid 14453266)
5. J. Chen, and J.A. Gardella Jr Solvent effects on the surface composition of poly(dimethylsiloxane)- co-polystyrene/polystyrene blends 31 1998 9328 9336
6. M.G. Voronkov, V.P. Mileshkevich, and Yu.A. Yuzhelevskii The siloxane bond 1978 Consultants Bureau New York
7. Polk WD. Polydimethylsiloxane containing block copolymers: synthesis and characterization of alternating poly(arylene ether phosphine oxide)-b-siloxane and segmented nylon 6,6-b-siloxane copolymers. PhD. Dissertation. Virginia Polytechnic Institute and State University: Blacksburg, VA, 2001.
8. H.C. Hillborg, M. Sandelin, and U.W. Gedde Hydrophobic recovery of polydimethylsiloxane after exposure to partial dischargers as a function of crosslink density Polymer 42 2001 7349 7362 (Pubitemid 32479783)
9. C.Z. Yang, C. Li, and S.L. Cooper Synthesis and characterization of polydimethylsiloxane polyurea-urethanes and related zwitterionomers J Appl Polym Sci B: Polym Phys 29 1991 75 86
10. F. Wang, Q. Ji, and J.E. McGrath Synthesis and characterization of poly(dimethylsiloxane) modified polyurethane Am Chem Soc, Div Polym Chem 38 1997 308 309 (Pubitemid 127544967)
11. A. Stanciu, A. Airinei, D. Timpu, A. Ioanid, C. Ioan, and V. Bulacovschi Polyurethane/polydimethylsiloxane segmented copolymers Eur Polym J 35 1999 1959 1965 (Pubitemid 129662925)
12. L.F. Wang, Q. Ji, T.E. Glass, T.C. Ward, J.E. McGrath, and M. Muggli Synthesis and characterization of organosiloxane modified segmented polyether polyurethanes Polymer 41 2000 5083 5093 (Pubitemid 30193135)
13. Y.-S. Kim, J.-S. Lee, Q. Ji, and J.E. McGrath Surface properties of fluorinated oxetane polyol modified polyurethane block copolymers Polymer 43 2002 7161 7170 (Pubitemid 35252651)
14. T. Fujiwara, and K.J. Wynne Contrasting nanoscale surface morphologies of polyurethanes containing polyoxetane soft blocks with random and block segmer sequences Macromolecules 37 2004 8491 8494
15. Wynne KJ, Duan B, Gruzinger S, Makal U, Kurt P. US patent 7842388. Functional polymers via surface modifying agents, 2010.
16. I. Yilgor, E. Yilgor, I.G. Guler, T.C. Ward, and G.L. Wilkes FTIR investigation of the influence of diisocyanate symmetry on the morphology development in model segmented polyurethanes Polymer 47 2006 4105 4114 (Pubitemid 43767356)
17. J.P. Sheth, A. Aneja, G.L. Wilkes, E. Yilgor, G.E. Atilla, and I. Yilgor Influence of system variables on the morphological and dynamic mechanical behavior of polydimethylsiloxane based segmented polyurethane and polyurea copolymers: a comparative perspective Polymer 45 2004 6919 6932 (Pubitemid 39207922)
18. E. Yilgor, and I. Yilgor Hydrogen bonding: a critical parameter in desigining silicone copolymers Polymer 42 2001 7953 7959
19. R. Hernandez, J. Weksler, A. Padsalgikar, and J. Runt Microstructural organization of three-phase polydimethylsiloxane-based segmented polyurethanes Macromolecules 40 2007 5441 5449 (Pubitemid 47210170)
20. S. Pongkitwitoon, R. Hernandez, J. Weksler, A. Padsalgikar, T. Choi, and J. Runt Temperature dependent microphase mixing of model polyurethanes with different intersegment compatibilities Polymer 50 2009 6305 6311
21. T. Choi, J. Weksler, A. Padsalgikar, and J. Runt Influence of soft segment composition on phase separated microstructure of polydimethylsiloxane- based segmented polyurethane copolymers Polymer 50 2009 2320 2327
22. T. Choi, J. Weksler, A. Padsalgikar, and J. Runt Microstructural organization of polydimethylsiloxane soft segment polyurethanes derived from a single macrodiol Polymer 51 2010 4375 4382
23. R. Hernandez, J. Weksler, A. Padsalgikar, and J. Runt In vitro oxidation of high polydimethylsiloxane content biomedical polyurethanes: correlation with the microstructure J Biomed Mater Res 87A 2008 546 556
24. P.A. Gunatillake, G.F. Meijs, S.J. McCarthy, and R. Adhikari Poly(dimethylsiloxane)/poly(hexamethylene oxide) mixed macrodiol based polyurethane elastomers. I. Synthesis and properties J Appl Polym Sci 76 2000 2026 2040
25. R. Ward, J. Anderson, R. McVenes, and K. Stokes In vivo biostability of polysiloxane polyether polyurethanes: resistance to biologic oxidation and stress cracking J Biomed Mater Res 77A 2006 580 589 (Pubitemid 47233583)
26. S.K. Rath, J.G. Chavan, S. Sasane, A. Srivastava, M. Patri, and A.B. Samui Coatings of PDMS-modified epoxy via urethane linkage: segmental correlation length, phase morphology, thermomechanical and surface behavior Prog Org Coat 65 2009 366 374
27. P. Majumdar, and D.C. Webster Influence of solvent composition and degree of reaction on the formation of surface microtopography in a thermoset siloxane-urethane system Polymer 47 2006 4172 4181 (Pubitemid 43767373)
28. J. Zong, Q. Zhang, H. Sun, Y. Yu, S. Wang, and Y. Liu Characterization of polydimethylsiloxane-polyurethanes synthesized by graft or block copolymerizations Polym Bull 65 2010 477 493
29. Q. Dou, C. Wang, C. Cheng, W. Han, P.C. Thüne, and W. Ming PDMS-modified polyurethane films with low water contact angle hysteresis Macromol Chem Phys 207 2006 2170 2179 (Pubitemid 46032927)
30. N. Roohpour, J.M. Wasikiewicz, D. Paul, P. Vadgama, and I.U. Rehman Synthesis and characterization of enhanced barrier polyurethane for encapsulation of implantable medical devices J Mater Sci: Mater Med 20 2009 1803 1814
31. J. Wen, G. Somorjai, F. Lim, and R. Ward XPS study of surface composition of a segmented polyurethane block copolymer modified by PDMS end groups and its blends with phenoxy Macromolecules 30 1997 7206 7213 (Pubitemid 127567597)
32. T. Windvoel, M. Mbanjwa, N. Mokone, A. Mogale, and K. Land Surface analysis of polydimethylsiloxane fouled with bovine serum albumin World Acad Sci, Eng Technol 61 2010 354 356
33. M. Kanamaru, T. Takata, and T. Endo Sequence change of poly(N-acylurethane)s based on transesterification Macromol Chem Phys 197 1996 1795 1804 (Pubitemid 126464503)
34. P. Deepa, and M. Jayakannan Solvent-free and nonisocyanate melt transurethane reaction for aliphatic polyurethanes and mechanistic aspects J Polym Sci A: Polym Chem 46 2008 2445 2458 (Pubitemid 351430166)
35. W.J. Blank New developments in catalysis Macromol Symp 187 2002 261 270
36. A.S. Nasar, S. Subramani, and G. Radhakrishnan Synthesis and properties of aromatic secondary amine-blocked isocyanates J Polym Sci A: Polym Chem 37 1999 1815 1821
37. T.P. Gnanarajan, A.S. Nasar, N.P. Iyer, and G. Radhakrishnan Synthesis of poly(urethane-imide) using aromatic secondary amine-blocked polyurethane prepolymer J Polym Sci A: Polym Chem 38 2000 4032 4037
38. G. Sankar, and A.S. Nasar Effect of isocyanate structure on deblocking and cure reaction of N-methylaniline-blocked diisocyanates and polyisocyanates Eur Polym J 45 2009 911 922
39. D.A. Wicks, and Z.W. Wicks Jr Blocked isocyanates III: part A. Mechanisms and chemistry Prog Org Coat 36 1999 148 172 (Pubitemid 129587924)
40. D.A. Wicks, and Z.W. Wicks Jr. Blocked isocyanates III Part B. Uses and applications of blocked isocyanates Prog Org Coat 41 2001 1 83 (Pubitemid 32426694)
41. P.N. Iyer, T.P. Gnanarajan, and G. Radhakrishnan Catalysis of poly(urethane-imidine) copolymer formation from amine-blocked isocyanate and bisphthalide J Polym Sci A: Polym Chem 39 2001 4236 4242
42. S. Mohanty, and N. Krishnamurti Synthesis and thermal deblocking of blocked diisocyanate adducts Eur Polym J 34 1998 77 83 (Pubitemid 128392312)
43. Brandrup J. Polymer Handbook. 3rd ed. In: Immergut EH, editor. New York: Wiley-Interscience; 1989.
44. S.L. Rosen Fundamental principles of polymeric materials 2nd ed. 1993 John Wiley and Sons, Inc. New York [chapter VII]
45. L.H. Sperling Polymeric multicomponent materials 1997 John Wiley and Sons, Inc. New York (p. 51-75)
46. Y.W. Tang, J.P. Santerre, R.S. Labow, and D.G. Taylor Synthesis of surface-modifying macromolecules for use in segmented polyurethanes J Appl Polym Sci 62 1996 1133 1145 (Pubitemid 126539162)
47. D. Randall, and S. Lee The polyurethanes book 2nd ed. 2002 John Wiley and Sons LTD [chapter 7]
48. T.E. Lipatova, L.A. Bakalo, A.L. Sirotinskaya, and V.S. Lopatina Mechanism of polyurethane synthesis in the presence of dibutyltin dilaurate Vysokomol Soedin A12 4 1970 911 916
49. T.E. Lipatova, L.A. Bakalo, and P.A. Loktionova Spectroscopic study of the reaction of glycol ethers with di-isocyanates, catalysed by organo-tin compounds Vysokomol Soedin A10 7 1968 1554 1559
50. T. Dollase, H.W. Spiess, M. Gottlieb, and R. Yerushalmi-Rozen Crystallization of PDMS: the effect of physical and chemical crosslinks Europhys Lett 60 3 2002 390 396
51. Q.T. Pham, R. Petiaud, H. Waton, and M.-F. Llauro-Darricades Proton and carbon NMR spectra of polymers 5th ed. 2003 New York John Wiley & Sons Inc. (p. 196-205)
52. Zhang L. Structure-property relationship of polyurethane flexible foam made from natural oil polyols. PhD. Dissertation. University of Minnesota: Minneapolis (MN); 2008.
53. P. Pazhanisamy, and B.S.R. Reddy Copolymers of N-cyclohexylacrylamide and n-butyl acrylate: synthesis, characterization, monomer reactivity ratios and mean sequence length Express Polym Lett 1 6 2007 391 396
54. D. Nguyen, P. Chambon, J. Rosselgong, E. Cloutet, H. Cramail, and S. Ravaine Simple route to get very hydrophobic surfaces of fibrous materials with core-shell latex particles J Appl Polym Sci 108 2008 2772 2777 (Pubitemid 351652931)
55. M.A. Hillmyer, and T.P. Lodge Synthesis and self-assembly of fluorinated block copolymers J Polym Sci A: Polym Chem 40 2002 1 8 (Pubitemid 34012669)
56. A. Noshay, and J.E. McGrath Block Copolymers overview and critical survey 1977 Academic New York
57. S. Yunus, A. Delcorte, C. Poleunis, P. Bertrand, A. Bolognesi, and C. Botta A route to self-organized honeycomb microstructured polystyrene films and their chemical characterization by ToF-SIMS imaging Adv Funct Mater 17 2007 1079 1084 (Pubitemid 46762595)
58. S.A. Jenekhe, and X.L. Chen Self-assembly of ordered microporous materials from rod-coil block copolymers Science 283 1999 372 375
59. S.A. Jenekhe, and X.L. Chen Self-assembled aggregates of rod-coil block copolymers and their solubilisation and encapsulation of fullerenes Science 279 1998 1903 1907 (Pubitemid 28168639)
60. X.L. Chen, and S.A. Jenekhe Supramolecular self-assembly of three-dimensional nanostructures and microstructures: microcapsules from electroactive and photoactive rod-coil-rod triblock copolymers Macromolecules 33 2000 4610 4612
61. B.D. Olsen, and R.A. Segalman Self-assembly of rod-coil block copolymers Mater Sci Eng R 62 2008 37 66
62. I. Luzinov, S. Minko, and V.V. Tsukruk Adaptive and responsive surfaces through controlled reorganization of interfacial polymer layers Prog Polym Sci 29 2004 635 698
63. J. Chen, H. Zhuang, J. Zhao, and J.A. Gardella Jr. Solvent effects on polymer surface structure Surf Interface Anal 31 2001 713 720 (Pubitemid 32813581)
64. D. Zhang, R.S. Ward, Y.R. Shen, and G.A. Somorjai Environment-induced surface structural changes of a polymer: an in situ IR + visible sum-frequency spectroscopic study J Phys Chem B 101 1997 9060 9064 (Pubitemid 127587688)
65. Z. Chen, R. Ward, Y. Tian, S. Baldelli, A. Opdahl, and Y.-R. Shen Detection of hydrophobic end groups on polymer surface by sum-frequency generation vibrational spectroscopy J Am Chem Soc 122 2000 10615 10620
66. C. Jalbert, J.T. Koberstein, A. Hariharan, and S.K. Kumar End group effects on surface properties of polymers: semiempirical calculations and comparison to experimental surface tensions for α,ω-functional poly(dimethylsiloxanes) Macromolecules 30 1997 4481 4490 (Pubitemid 127567567)
67. Y. Tezuka, M. Yoshino, and K. Imai Environmental responses on the surface of polyurethane-based graft copolymers having uniform size polyether and polyamine segments Langmuir 7 1991 2860 2865