In: Macromolecules, 2017, vol. 50, no. 23, p. 9307–9314
Herein we report the facile synthesis of an amphiphilic rod–coil block copolymer obtained by the coupling of an amine-terminated poly(dimethylpropylamine norbornene imide) (PDMAPNI) and a pentafluorophenol ester-terminated poly(dimethoxybenzyl p-aminobenzoate) (PAram). Postpolymerization amide N- deprotection of the block copolymer yielded a strongly aggregating water-soluble rod– coil...
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In: Macromolecules, 2017, vol. 50, no. 11, p. 4188–4197
The polymerization of aromatic para-amino acid ester derivatives was studied using model compounds. Mechanistic and kinetic experiments led to the discovery of some side reactions. Finally, high molecular weight poly(p-benzamide)s were synthesized and characterized. The use of highly reactive pentafluorophenol ester lead to polymers up to molecular weights of around 50 000 Da....
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In: Journal of the American Chemical Society, 2014, vol. 136, no. 37, p. 12832–12835
Macrocyclizations in exceptionally good yields were observed during the self-condensation of N-benzylated phenyl p-aminobenzoates in the presence of LiHMDS to yield three-membered cyclic aramides that adopt a triangular shape. An ortho-alkyloxy side chain on the N-benzyl protecting group is necessary for the macrocyclization to occur. Linear polymers are formed exclusively in the absence of this...
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