Abstract
Polyurethane cationomers were synthesised in the reaction of 4,4′-methylenebis(phenyl isocyanate) with polyoxypropylene glycol (M = 450) and N-methyl diethanolamine. Amine segments were built-in to the urethane–isocyanate prepolymer in the reaction with 1-bromoalkanes (C2–C10), and then they were converted to alkyl-ammonium cations. The obtained isocyanate prepolymers were then extended in the aqueous medium. That yielded stable aqueous dispersions which were applied on the surfaces of test poly(tetrafluoroethylene) plates. After evaporation of water, the dispersions formed thin polymer coatings. 1H and 13C NMR spectral methods were employed to confirm chemical structures of synthesised cationomers. Based on 1H NMR and IR spectra, the factors κ and α1 or α1 were calculated, which represented the polarity level of the obtained cationomers. The differential scanning calorimetry method revealed decline of T g for the hard urethane and urea segments from 60 °C to 46 °C when the number of carbon atoms increased in the alkyl radical attached to the ammonium cation. Changes were discussed in the surface free energy (SFE) and its components, as calculated independently according to the methods suggested by van Oss-Good and by Owens–Wendt, in relation to chemical structures of cationomers. The growing length (from C2 to C10) of the alkyl radical attached to the N atom in the cationomer chain was found to reduce the value of SFE of the polymer coating from 46 to 28 mJ/m2. That is caused by gradual weakening of long-range interactions, within which the highest share is taken by dispersion interactions.
Similar content being viewed by others
References
Król P, Król B (2008) Colloid Polym Sci 286:1111
Król P, Król B (2008) Colloid Polym Sci 286:1243
Buruiana EC, Melinte V, Buruiana T, Simionescu BC (2005) J Appl Polym Sci 96:385
Buruiana EC, Olaru M, Simionescu BC (2007) Eur Polym J 43:1359
Sriram V, Radhakrishnan G (2005) Polym Bull 255:165
Zhu Y, Hu J, Yeung K-W, Choi K-F, Liu Y, Liem H (2007) J Appl Polym 103:545
PN-EN ISO 527
Good JR (1991) In: Lee LH (ed) Fundamentals of adhesion. Dekker, New York, p 153
Żenkiewicz M (2006) Polimery 51:169 and 51:584
Owens DK, Wendt RC (1969) J Appl Polym 13:1741
Zisman WA (1964) Ad Chem Am Chem Soc 43:1
Król P, Król B (2006) J Eur Ceramic Soc 26:2241
Park JH, Bae YH (2002) Biomaterials 23:1797
Górna K, Gogolewski S (2002) Polym Degrad Stab 75:113
van Minnen B, Stegenga B, van Leeuwen MBM, van Kooten TG, Bos RRM (2006) J Biomed Mater Res 76A:377
Dann JR (1970) Coll Interf Sci 32:302
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Król, B., Król, P. Synthesis and characterisation of coating polyurethane cationomers containing quaternary ammonium alkyl groups derived from built-in alkyl bromides. Colloid Polym Sci 287, 189–201 (2009). https://doi.org/10.1007/s00396-008-1966-z
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00396-008-1966-z