Syntheses and properties of elastic copoly(ester-urethane)s containing a phospholipid moiety and the fabrication of nanosheets

References

• Lelah MD, Cooper SL. Polyurethanes in medicine. Boca Raton (FL): CRC Press; 1986.
   Google Scholar
• Eisenbach CD, Fischer K, Hayen H, Nefzger H, Ribbe A, Stadler E. Polyurethane elastomers, segmented (non-hydrogen bonding systems). Polym. Mater. Encycl. Boca Raton (FL): CRC Press. 1996;9:6957–6968.
   Google Scholar
• Kang IK, Kwon OH, Kim MK, Lee YM, Sung YK. In vitro blood compatibility of functional group-grafted and heparin-immobilized polyurethanes prepared by plasma glow discharge. Biomaterials. 1997;18:1099–1107.10.1016/S0142-9612(97)00035-5
   PubMed Web of Science ®Google Scholar
• Mathur AB, Collier TO, Kao WJ, Wiggins M, Schubert MA, Hiltner A, Anderson JM. In vivo biocompatibility and biostability of modified polyurethanes. J. Biomed. Mater. Res. 1997;36:246–257.10.1002/(ISSN)1097-4636
   PubMed Web of Science ®Google Scholar
• Flemming RG, Proctor RA, Cooper SL. Bacterial adhesion to functionalized polyurethanes. J. Biomater. Sci., Polym. Ed. 1999;10:679–697.10.1163/156856299X00874
   PubMed Web of Science ®Google Scholar
• Roh HW, Song MJ, Han DK, Lee DS, Ahn JH, Kim SC. Effect of cross-link density and hydrophilicity of PU on blood compatibility of hydrophobic PS/hydrophilic PU IPNs. J. Biomater. Sci., Polym. Ed. 1999;10:123–143.10.1163/156856299X00324
   PubMed Web of Science ®Google Scholar
• Lee JH, Ju YM, Kim DM. Platelet adhesion onto segmented polyurethane film surfaces modified by addition and crosslinking of PEO-containing block copolymers. Biomaterials. 2000;21:683–691.10.1016/S0142-9612(99)00197-0
   PubMed Web of Science ®Google Scholar
• Ishihara K, Ueda T, Nakabayashi N. Preparation of phospholipid polymers and their properties as polymer hydrogel membranes. Polym. J. 1990;22:355–360.10.1295/polymj.22.355
   Web of Science ®Google Scholar
• Ueda T, Oshida H, Kurita K, Ishihara K, Nakabayashi N. Preparation of 2-methacryloxyethyl phosphorylcholine copolymers with alkyl methacrylates and their blood compatibility. Polym. J. 1992;24:1259–1269.10.1295/polymj.24.1259
   Web of Science ®Google Scholar
• Ishihara K, Hanyuda H, Nakabayashi N. Synthesis of phospholipid polymers having a urethane bond in the side chain as coating material on segmented polyurethane and their platelet adhesion-resistant properties. Biomaterials. 1995;16:873–879.10.1016/0142-9612(95)94150-J
   PubMed Web of Science ®Google Scholar
• Ishihara K, Tanaka S, Furukawa N, Kurita K, Nakabayashi N. Improved blood compatibility of segmented polyurethanes by polymeric additives having phospholipid polar groups. I. Molecular design of polymeric additives and their functions. J. Biomed. Mater. Res. 1996;32:391–399.10.1002/(ISSN)1097-4636
   PubMed Web of Science ®Google Scholar
• Ishihara K, Shibata N, Tanaka S, Iwasaki Y, Kurosaki T, Nakabayashi N. Improved blood compatibility of segmented polyurethane by polymeric additives having phospholipid polar group. II. Dispersion state of the polymeric additive and protein adsorption on the surface. J. Biomed. Mater. Res. 1996;32:401–408.10.1002/(ISSN)1097-4636
   PubMed Web of Science ®Google Scholar
• Iwasaki Y, Aiba Y, Morimoto N, Nakabayashi N, Ishihara K. Semi-interpenetrating polymer networks composed of biocompatible phospholipid polymer and segmented polyurethane. J. Biomed. Mater. Res. 2000;52:701–708.10.1002/(ISSN)1097-4636
   PubMed Web of Science ®Google Scholar
• Ishihara K, Iwasaki Y. Biocompatible elastomers composed of segmented polyurethane and 2-methacryloyloxyethyl phosphorylcholine polymer. Polym. Adv. Technol. 2000;11:626–634.10.1002/(ISSN)1099-1581
   Web of Science ®Google Scholar
• Morimoto N, Iwasaki Y, Nakabayashi N, Ishihara K. Physical properties and blood compatibility of surface-modified segmented polyurethane by semi-interpenetrating polymer networks with a phospholipid polymer. Biomaterials. 2002;23:4881–4887.10.1016/S0142-9612(02)00246-6
   PubMed Web of Science ®Google Scholar
• Adhikari R, Danon SJ, Bean P, Le T, Gunatillake P, Ramshaw JAM, Werkmeister JA. Evaluation of in situ curable biodegradable polyurethanes containing zwitterion components. J. Mater. Sci. – Mater. Med. 2010;21:1081–1089.10.1007/s10856-009-3955-2
   PubMed Web of Science ®Google Scholar
• Nagase Y, Oku M, Iwasaki Y, Ishihara K. Preparations of aromatic diamine monomers and copolyamides containing phosphorylcholine moiety and the biocompatibility of copolyamides. Polym. J. 2007;39:712–721.10.1295/polymj.PJ2006253
   Web of Science ®Google Scholar
• Horiguchi K, Shimoyamada N, Nagawa D, Nagase Y, Iwasaki Y, Ishihara K. Syntheses of a novel diamine monomer and aromatic polyamides containing phosphorylcholine group. Trans. Mater. Res. Soc. Jpn. 2008;33:1261–1264.
   Google Scholar
• Nagase Y, Nakajima S, Oku M, Iwasaki Y, Ishihara K. Synthesis and properties of segmented poly(urethane-urea)s containing phosphorylcholine moiety in the side-chain. Polym. J. 2008;40:1149–1156.10.1295/polymj.PJ2008158
   Web of Science ®Google Scholar
• Nagase Y, Horiguchi K. Biomedical engineering – frontiers and challenges. Croatia: InTech; 2011. Chapter 11, Biocompatible polyamides and polyurethanes containing phospholipid moiety; pp. 217–232.
   Google Scholar
• Narita Y, Sirithep W, Okamura Y, Nagase Y. Syntheses and biocompatibility of elastomers containing phospholipid polar groups. Kobunshi Ronbunshu. 2013;70:199–208.10.1295/koron.70.199
   Google Scholar
• Sakagami Y, Horiguchi K, Narita Y, Sirithep W, Morita K, Nagase Y. Syntheses of a novel diol monomer and polyurethane elastomers containing phospholipid moieties. Polym. J. 2013;45:1159–1166.10.1038/pj.2013.48
   Web of Science ®Google Scholar
• Sirithep W, Narita Y, Nagase Y. Syntheses and physical properties of polyester and poly(ester-urethane) containing phosphorylcholine moiety. Trans. Mater. Res. Soc. Jpn. 2013;38:473–476.10.14723/tmrsj.38.473
   Google Scholar
• Khan I, Smith N, Jones E, Finch DS, Cameron RE. Analysis and evaluation of a biomedical polycarbonate urethane tested in an in vitro study and an ovine arthroplasty model. Part I: materials selection and evaluation. Biomaterials. 2005;26:621–631. Part II: in vivo investigation. 633–643.10.1016/j.biomaterials.2004.02.065
   PubMed Web of Science ®Google Scholar
• Okamura Y, Kabata K, Kinoshita M, Saito D, Takeoka S. Free-standing biodegradable poly(lactic acid) nanosheet for sealing operations in surgery. Adv. Mater. 2009;21:4388–4392.10.1002/adma.v21:43
   PubMed Web of Science ®Google Scholar
• Okamura Y, Kabata K, Kinoshita M, Miyazaki H, Saito A, Fujie T, Ohtsubo S, Saito D, Takeoka S. Fragmentation of poly(lactic acid) nanosheets and patchwork treatment for burn wounds. Adv. Mater. 2013;25:545–551.10.1002/adma.201202851
   PubMed Web of Science ®Google Scholar
• Tanaka H, Kunimura M. Mechanical properties of thermoplastic polyurethanes containing aliphatic polycarbonate soft segments with different chemical structures. Polym. Eng. Sci. 2002;42:1333–1349.10.1002/(ISSN)1548-2634
   Google Scholar
• Eceiza A, Martin MD, de la Caba K, Kortaberria G, Gabilondo N, Corcuera MA, Mondragon I. Thermoplastic polyurethane elastomers based on polycarbonate diols with different soft segment molecular weight and chemical structure: mechanical and thermal properties. Polym. Eng. Sci. 2008;48:297–306.10.1002/(ISSN)1548-2634
   Web of Science ®Google Scholar
• Kojio K, Furukawa M, Motokucho S, Shimada M, Sakai M. Structure−mechanical property relationships for poly(carbonate urethane) elastomers with novel soft segments. Macromolecules. 2009;42:8322–8327.10.1021/ma901317t
   Web of Science ®Google Scholar
• Chung YC, Choi JW, Shin SJ, Chun BC. Laterally crosslinked polyurethane copolymers with polycarbonate as a soft segment. Fibers Polym. 2012;13:815–822.10.1007/s12221-012-0815-3
   Web of Science ®Google Scholar
• Shattil SJ, Newman PJ. Integrins: dynamic scaffolds for adhesion and signaling in platelets. Blood. 2004;104:1606–1615.10.1182/blood-2004-04-1257
   PubMed Web of Science ®Google Scholar
• Baba S, Midorikawa T, Nakano T. Unambiguous detection of the adhesive failure of metal films in the microscratch test by waveform analysis of the friction signal. Appl. Surf. Sci. 1999;144:344–349.10.1016/S0169-4332(98)00824-1
   Web of Science ®Google Scholar