Synthesis of Oligoimides and Oligoimide Anion Radicals

Abstract

Key to the results described in parts B-D are compounds based on naphthalene dianhydride (A) and dimethoxybenzidine (B). It was demonstrated that AB type oligoimides with lengths up to 80 A (8nm) (BABABAB) could be synthesized as single molecular weight, pure and usually soluble compounds. Although rotation about the single bonds along the chain is possible, the chains cannot fold. These oligomers constitute the longest, single molecular weight rigid rods that are known. Various end groups could be attached and unsymmetrical rigid rods (different end groups) could be prepared. The compounds were characterized by NMR, IR, MS and HPLC. In one case a single crystal was obtained which confirmed the linear structure and that the B units were twisted with respect to the A units. Electrochemical studies showed that the naphthalene diimide group (A) formed anion radical (A-) and dianions (A=), which were stable in DMF in the absence of air.

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Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1992
Accession Number
ADA263129

Entities

People

  • Larry L. Miller

Organizations

  • University of Minnesota

Tags

Communities of Interest

  • Advanced Electronics

DTIC Thesaurus Topics

  • Chemistry
  • Conduction Bands
  • Conductive Polymers
  • Electron Transfer
  • Electrons
  • Energy Bands
  • Films
  • Langmuir Blodgett Films
  • Materials Science
  • Molecular Electronics
  • Molecular Weight
  • Molecules
  • Polymeric Films
  • Polymers
  • Spectra
  • Spin-Orbit Interaction
  • Thin Films

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology