Dendrimers Based on Thermally Reversible Furan−Maleimide Diels−Alder Adducts

Michael L. Szalai,† Dominic V. McGrath,*† David R. Wheeler,§ Thomas Zifer,‡ and James R. McElhanon*‡
Department of Chemistry, University of Arizona, Tucson, Arizona 85721; Materials Chemistry Department, Sandia National Laboratories, Livermore, California 94551; and the Micro-Total-Analytical Systems Department, Sandia National Laboratories, Albuquerque, New Mexico 87185
Macromolecules, 2007, 40 (4), pp 818–823
DOI: 10.1021/ma062093w
Publication Date (Web): January 19, 2007
Copyright © 2007 American Chemical Society
†

 University of Arizona.

,
*

 Corresponding authors. E-mail:  jrmcelh@sandia.gov, phone 925-294-2514, fax 925-294-3410. E-mail:  mcgrath@u.arizona.edu, phone 520-626-4690, fax 520-621-8407.

,
§

 Micro-Total-Analytical Systems Department, Sandia National Laboratories.

,
‡

 Materials Chemistry Department, Sandia National Laboratories.

Abstract

Abstract Image

Thermally labile dendrimers based on the reversible furan−maleimide Diels−Alder reaction are described. First through fourth generation benzyl aryl ether based dendrons 3a−d that contained furan moieties at their focal point were allowed to react with bismaleimide central linker 4 to provide the corresponding dendrimers 5−8. Thermal degradation and reassembly of these dendrimers were studied under a variety of conditions and monitored by GPC and NMR.

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History

  • Published In Issue February 20, 2007
  • Received September 8, 2006
    Revised Manuscript Received December 6, 2006

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