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Supramolecular fibers—bundles of individual strands—result from the self-assembly of a novel octa-substituted copper phthalocyanine with benzyloxyethoxy side chains. The synthesis and self-assembly of the fibers are described and results from microscopy and X-ray characterization presented. It is shown that incorporation of aromatic groups in the side chains of phthalocyanines favors discotic mesophases with extended thermal stability, in addition to promoting the formation of supramolecular fibers.