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Supramolecular Chromaticity and Thermoresponsive Hydrogels: A Self-Assembly Study on Maleamic Acid-Based Amphiphiles

  • Andreas BernetEmail author
  • Marina Behr
  • Rodrigo Q. Albuquerque
  • Marko Schmidt
  • Jürgen Senker
  • Hans-Werner Schmidt
Conference paper
Part of the Progress in Colloid and Polymer Science book series (PROGCOLLOID, volume 140)

Abstract

A new class of homologous low molecular weight amphiphiles based on maleamic acid was synthesized and investigated in terms of its self-assembly behavior in bulk and in solution. The unexpected yellow color as bulk material and in organic solvents was revealed by means of spectroscopic and theoretical investigations to originate from intermolecular π-π interactions yielding supramolecular chromophores. It was found that the length of the alkyl chain of the amphiphiles and the resulting hydrophilic/lipophilic balance dictates the aggregation mode in bulk. One special compound exhibiting an n-tetradecyl chain was found to form stable thermoreversible supramolecular hydrogels in aqueous sodium hydroxide solutions. The corresponding hydrogels feature a rare cellular bilayer-based morphology and can be transferred into viscoelastic solutions upon heating and vice versa.

Keywords

Bilayer Vesicle, Wormlike micelles Supramolecular chromophore 

Notes

Acknowledgement

Financial support by the German Research Foundation (DFG) in the frame of Priority Programme SPP 1259 “Intelligente Hydrogele” is gratefully acknowledged. Computational studies were carried out in the frame of Research Training Group GRK 1640 “Photophysics of Synthetic and Biological Multichromophoric Systems”. We thank M. Bieligmeyer, M. Schieder, C. Stelling, N. Al Nakeeb, S. Ganzleben and J. Failner for their support during synthesis and characterization of the compounds. B. Gossler is acknowledged for the cryo-SEM investigations. We are indebted to Dr. M. Drechsler for conducting the cryo-TEM experiments and Dr. M. Krekhova for the ff-TEM examinations. We thank B. Brunner (Prof. A. Jess, Chemical Engineering) for carrying out the elemental analysis.

Supplementary material

316488_1_En_1_MOESM1_ESM.doc (6.3 mb)
BERNET HW SCHMIDT et al suppl information.doc

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Copyright information

© Springer International Publishing Switzerland 2013

Authors and Affiliations

  • Andreas Bernet
    • 1
    Email author
  • Marina Behr
    • 1
  • Rodrigo Q. Albuquerque
    • 2
    • 3
  • Marko Schmidt
    • 4
  • Jürgen Senker
    • 4
  • Hans-Werner Schmidt
    • 1
  1. 1.Macromolecular Chemistry I, Bayreuth Institute for Macromolecular Research (BIMF), Bayreuth Center for Colloids and Interfaces (BZKG)University of BayreuthBayreuthGermany
  2. 2.Theoretical Physics IVUniversity of BayreuthBayreuthGermany
  3. 3.Institute of Chemistry of São CarlosUniversity of São Paulo (USP)São CarlosBrazil
  4. 4.Inorganic Chemistry IIIUniversity of BayreuthBayreuthGermany

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