The paper describes some properties of new quaternized polysulfones obtained by quaternization of chloromethylated polysulfone with different tertiary amines - N,N-dimethylethylamine and N,N-dimethyloctylamine. Hydrophilic/hydrophobic properties, morphological aspects and compatibility with red blood cells and platelets are affected by the alkyl radicals and by history of the formed films. The results obtained are useful in biomedical applications, including evaluation of bacterial adhesion to the surfaces, or utilization of modified polysulfones as semipermeable membranes.
[1] M. Barikani and S. Mehdipour-Ataei, “Synthesis, Char-acterization and Thermal Properties of Novel Arylene Sulfone Ether Polyimides and Polyamides,” Journal of Polymers Science, Part A: Polymer Chemistry, Vol. 38, No. 9, May 2000, pp. 1487-1492. doi:10.1002/(SICI)1099-0518(20000501)38:9 3.0.CO;2-U
[2] B. K. Mann and J. L West, “Tissue Engineering in the Cardiovascular System: Progress toward a Tissue Engi-neered Heart,” The Anatomical Record, Vol. 263, No. 4, August 2001, pp. 367-371. doi: 10.1002/ar.1116
[3] A. Higuchi, N. Iwata, M. Tsubaki and T. Nakagawa, “Surface-Modified Polysulfone Hollow Fibers,” Journal of Applied Polymer Science, Vol. 36, No. 8, October 1988, pp. 1753-1767. doi: 10.1002/app.1988.070360804
[4] R. N. Johnson, “Polysulfones. Plastics, Resins, Rubbers, Fibers,” Encyclopedia of Polymer Science and Tech- nology, Vol. 11, F. M. Herman, G. G. Norman and M. N. Bikales Eds., John Wiley & Sons, New York, London, Sydney and Toronto, 1969, pp. 447-463.
[5] G. Khang, H. B. Lee and J. B. Park, “Biocompatibility of Polysulfone. I. Surface Modifications and Characteriza- tions,” Bio-Medical Materials and Engineering, Vol. 5, No. 4, January 1995, pp. 245-258.
[6] A. Higuchi, K. Shirano, M. Harashima, B. O. Yoon, M. Hara, M. Hattori and K. Imamura, “Chemically Modified Polysulfone Hollow Fibers with Vinylpyrrolidone Having Improved Blood Compatibility,” Biomaterials, Vol. 23, No.13, July 2002, pp. 2659-2666. doi: 10.1016/S0142-9612(01)00406-9
[7] M. Tomaszewska, A. Jarosiewicz and K. Karakulski, “Physical and Chemical Characteristics of Polymer Coat-ings in CRF Formulation,” Desalination, Vol. 146, No. 1, September 2002, pp. 319-323. doi: 10.1016/S0011-9164(02)00501-5
[8] R. Guan, H. Zou, D. Lu, C. Gong and Y. Liu, “Poly-etheresulfone Sulfonated by Chlorosulfonic Acid and its Membrane Characteristics,” European Polymer Journal, Vol. 41, No. 7, July 2005, pp. 1554-1560. doi: 10.1016/j.europolyml.2005.01.018
[9] H. Yu, Y. Huang, H. Ying and C. Xiao, “Preparation and Characterization of a Quaternary Ammonium Derivative of Konjac Glucomannan,” Carbohydrate Polymers, Vol. 69, No. 1, May 2007, pp. 29-40. doi: 10.1016/j.carbpol.2006.08.024
[10] A. Filimon, E. Avram, S. Dunca, I. Stoica and S. Ioan, “Surface Properties and Antibacterial Activity of Quater-nized Polysulfones,” Journal of Applied Polymer Science, Vol. 112, No. 3, May 2009, pp. 1808-1816. doi: 10.1002/app.29591
[11] A. Filimon, E. Avram and S. Ioan, “Influence of Mixted Solvents and Temperature on the Solution Properties of Quaternized Polysulfones,” Journal of Macromolecular Science, Part B: Physics, Vol. 46, No. 3, May 2007, pp. 503-520. doi: 10.1080/0022234070125775
[12] S. Ioan, A. Filimon and E. Avram, “Influence of the De- gree of Substitution on the Solution Properties of Chloro- methylated Polysulfone,” Journal of Applied Poly- mer Science, Vol. 101, No. 1, April 2006, pp. 524-531. doi: 10.1002/app.23340
[13] A. Idrisa, N. M. Zaina and M. Y. Noordinb, “Synthesis, Characterization and Performance of Asymmetric Poly- ethersulfone (PES) Ultrafiltration Membranes with Poly- ethylene Glycol of Different Molecular Weights as Addi- tives,” Desalination, Vol. 207, No. 1-3, March 2007, pp. 324-339. doi: 10.1016/j.desal.2006.08.008
[14] V. Kochkodan, S. Tsarenko, N. Potapchenko, V. Kosi- nova and V. Goncharuk, “Adhesion of Microorganisms to Polymer Membranes: A Photobactericidal Effect of Sur- face Treatment with TiO2,” Desalination, Vol. 220, No. 1-3, March 2008, pp. 380-385. doi: 10.1016/j.desal.2007.01.042
[15] M. D. Guiver, P. Black, C. M. Tam and Y. Deslandes, “Functionalized Polysulfone Membranes by Heterogene- ous Lithiation,” Journal of Applied Polymer Science, Vol. 48, No. 9, June 1993, pp.1597-1606. doi: 10.1002/app.1993.070480912
[16] E. Avram, E. Butuc, C. Luca and I. Druta, “Polymers with Pendent Functional Groups. III. Polysulfone Con-taining Viologen Group,” Journal of Macromolecular Science, Part A: Pure Applied Chemistry, Vol. 34, No. 9, September 1997, pp. 1701-1714. doi: 10.1080/10601329708010036
[17] E. Avram, “Polymers with Pendent Functional Groups. VI. A Comparative Study on the Chloromethylation of Linear Polystyrene and Polysulfone with Paraphormal- dehyde/Me3SiCl,” Polymer-Plastics Technology and En-gineering, Vol. 40, No. 3, May 2001, pp. 275-281. doi: 10.1081/PPT-100000248
[18] C. Luca, E. Avram and I. Petrariu, “Quaternary Ammo- nium Polyelectrolytes. V. Amination Studies of Chloro- methylated Polystyrene with N,N-Dimethylalkylamines,” Journal of Macromolecular Science, Part A: Pure Ap-plied Chemistry, Vol. 25, No. 4, 1988, pp. 345-361. doi: 10.1080/00222338808053373
[19] L. Ghimici and E. Avram, “Viscosimetric Behavior of Quaternized Polysulfones,” Journal of Applied Polymer Science, Vol. 90, No. 2, October 2003, pp. 465-469. doi: 10.1002/app.12677
[20] S. Ioan, A. Filimon and E. Avram, “Conformation and Viscometric Behavior of Quaternized Polysulfone in Di-lute Solution,” Polymer Engineering and Science, Vol. 46, No. 7, July 2006, pp. 827-836. doi: 10.1002/pen.20526
[21] S. Ioan, A. Filimon and E. Avram, “Influence of Substitu- tion Degree to the Optical Properties of Chloromethylated Polysulfone,” Journal of Macromolecular Science, Part B: Physics, Vol. 44, No.1, February 2005, pp. 129-135. doi: 10.1081/MB-200044623
[22] S. Ioan, A. Filimon, E. Avram and G. Ioanid, “Effect of Chemical Structure and Plasma Treatment on the Surface Properties of Polysulfones,” e-Polymers, No. 031, March 2007, pp. 1- 13 (ISSN 1618-7229).
[23] A. Filimon, R. M. Albu, E. Avram and S. Ioan, “Effect of Alkyl Side Chain on the Conformational Properties of Polysulfones with Quaternary Groups,” Journal of Mac-romolecular Science, Part B: Physics, Vol. 49, No. 1, January 2010, pp. 207-217. doi: 10.1080/00222340903346494
[24] X. J. Huang, Z. K. Xu, L. S. Wan, Z. G. Wang and J. L. Wang, “Novel Acrylonitrile-Based Copolymers Con- taining Phospholipid Moities: Synthesis and Characteri- zation,” Macromolecular Bioscience, Vol. 5, No. 4, April 2005, pp. 322-330. doi: 10.1002/mabi.200400165
[25] M. H. Stenzel, C. Barner-Kowollik, T. P. Davis and H. M. Dalton, “Amphiphilic Block Copolymers Based on Poly (2-Acryloyloxyethyl Phosphorylcholine) Prepared via RAFT Polymerisation as Biocompatible Nanocontainers,” Macromolecular Bioscience, Vol. 4, No. 4, April 2004, pp. 445-453. doi: 10.1002/mabi.200300113
[26] L. Lewis, J. Berwick, M. C. Davies, C. J. Roberts, J. H. Wang, S. Small, A. Dunn, V. O’Byrne, R. P. Redman and S. A. Jones, “Synthesis and Characterisation of Cationi- cally Modified Phospholipid Polymers,” Biomaterials, Vol. 25, No. 15, July 2004, pp. 3099-3108. doi: 10.1016/j.biomaterials.2003.09.082
[27] S. Ioan, R. M. Albu, E. Avram, I. Stoica and E. G. Ioanid, “Surface Characterization of Quaternized Polysulfone Films and Biocompatiblity Studies,” Journal of Applied Polymer Science, Vol. 121, No. 1, July 2011, pp. 127- 137. doi: 10.1002/app.33380
[28] K. Owens and R. C. Wendt, “Estimation of the Surface Free Energy of Polymers,” Journal of Applied Polymer Science, Vol. 13, No. 8, August 1969, pp. 1741-1747. doi: 10.1002/app.1969.070130815
[29] H. K?lble, “Peel Adhesion: Influence of Surface Energies and Adhesive Rheology,” Journal Adheshion, Vol. 1, No. 2, April 1969, pp. 102-123.
[30] C. J. van Oss, R. J. Good and M. K. Chaudhury, “Addi-tive and Nonadditive Surface Tension Components and the Interpretation of Contact Angles,” Langmuir, Vol. 4, No. 4, July 1988, pp. 884-891. doi: 10.1021/la00082a018
[31] C. J. van Oss, L. Ju, M. K. Chaudhury and R. J. Good, “Interfacial Lifshitz-van der Waals and Polar Interactions in Macroscopic Systems,” Chemical Reviews, Vol. 88, No. 6, September 1988, pp. 927-941. doi: 10.1021/cr00088a006
[32] M. Rankl, S. Laib and S. Seeger, “Surface Tension Proper-ties of Surface-Coatings for Application in Biodiagnostics Determined by Contact Angle Measurements,” Colloids and Surface B: Biointerfaces, Vol. 30, No. 3, July 2003, pp. 177-186. doi: 10.1016/S0927-7765(03)00085-7
[33] R. S. Faibish, W. Yoshida and Y. Cohen, “Contact Angle Study on Polymer-Grafted Silicon Wafers,” Journal of Colloid Interface Science, Vol. 256, No. 2, December 2002, pp. 341-350. doi: 10.1006/jcis.2002.8612
[34] C. J. van Oss, “Interfacial Forces in Aqueous Media,” Marcel Dekker, New York, 1994.
[35] K. Vijayanand, K. Deepak, D. K. Pattanayak, T. R. Rama Mohan and R. Banerjee, “Interpenetring Blood-Bioma- terial Interactions from Surface Free Energy and Work of Adhesion,” Trends in Biomaterials and Artificial Organs, Vol. 18, No. 2, January 2005, pp. 73-83.
[36] S. Reitsma, D. W. Slaaf, H. Vink, M. A. M. J. van Zand-voort and M. G. A. oude Egbrink, “The Endothelial Gly-cocalyx: Composition, Functions, and Visualization,” Pflügers Archiv—European Journal of Physiology, Vol. 454, No. 3, June 2007, pp. 345-359. doi: 10.1007/s00424-007-0212-8