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Title: Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts
Authors: Calderón, Verónica 
Schwarz, Gert 
García, Félix 
Tapia, María J. 
Valente, Artur J. M. 
Burrows, Hugh D. 
García, José Miguel 
Issue Date: 2006
Citation: Journal of Polymer Science Part A: Polymer Chemistry. 44:21 (2006) 6252-6269
Abstract: We report the synthesis and characterization of 10 novel polyamides containing the benzo-18-crown-6 subunit and its dipodal counterpart, along with their properties, and a comparison with homologous polyamides bearing benzo-12-crown-4, benzo-15-crown-5, and the corresponding dipodal systems. The anomalous polymerization of some of the diacid monomers, that leads to insoluble gels under standard Yamazaki polymerization conditions, is described. The gel formation has been attributed to the threading of cyclic oligoamides with a growing polyamide chain to yield rotaxanes, polyrotaxanes, catenanes, or polycatenanes. Polyamide macrocycles have been characterized with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. A route to avoid gel formation, consisting of a lower initial monomer concentration, is also described, along with the polymer properties of the polyamides obtained, including the chemical characterization, mechanical behavior, water sorption, morphology, diffusion data, and permeability of membranes prepared with these polymers. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 6252-6269, 2006
DOI: 10.1002/pola.21710
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais

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