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Evaluation of the effects of phenylalanine and carboxylate onthe rheological behaviors of small molecule hydrogelators containingnaphthalene

Published online by Cambridge University Press:  16 February 2012

Junfeng Shi
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
Yue Pan
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
Yuan Gao
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
Bing Xu
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
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Abstract

By systematically altering the number and position of phenylalanine andcarboxylate groups on a series of hydrogelators containing a naphthalenemotif, we evaluated the correlation of molecular structures, self-assembly,and the rheological properties of the hydrogels. The storage moduli of thehydrogels decrease with the increase of the number of phenylalanine or withthe insertion of a cysteine residue, and the effect of the carboxylic groupon the rheological properties depends on the backbone of the hydrogelators.Transmission electron microscopy shows that these hydrogelatorsself-assemble in water to form nanofibers and result in threedimensionalnetworks. Circular dichroism experiment indicates the hydrogelatorsself-assemble to form β-sheet-like structure within the nanofibers. Thiswork suggests that control of the synergy of hydrogen bonding andaromatic-aromatic interactions may offer a feasible way to modulate therheological properties of molecular hydrogels consisting of smallmolecules.

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Research Article
Copyright
Copyright © Materials Research Society 2012

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