Organometallic NLO Polymers. 3. Copolymerization of Bridged Bis(ferrocenyl) and Bis(cyanoacetate) Monomers Via the Knoevenagel Condensation

Abstract

The bridged bis(ferrocenyl) monomer ((N5-C5H4CHO)Fe(n5-C5H4))2SiMe2 (1) was prepared in two steps from (n5-C5H4SnBu3)2Fe. The bis(cyanoacetate) monomers, CNCH2CO2(CH2)nO2CCH2CN (2) where n = 4, 6, and 8 where prepared in high yield by reacting ethyl cyanoacetate with the appropriate diol in the presence of Ti(OC4H9)4. Knoevenagel polycondensation [K2CO3, THF, 40 deg C] of 1 and 2 afforded a new class of organometallic accordion copolymers. Average molecular weights for the accordion copolymers ranged from 9,100 to 26,600 with polydispersities of approximately 2.1. The Knoevenagel polycondensation reaction appeared to produce a mixture of E- and Z-isomers (9/1, respectively); however, isomerically enriched polymer (i.e. 98% E-isomer) was obtained through selective precipitation.

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Document Details

Document Type
Technical Report
Publication Date
May 10, 1992
Accession Number
ADA250214

Entities

People

  • Matthew Sigman
  • Michael E. Wright

Organizations

  • Utah State University

Tags

Communities of Interest

  • Advanced Electronics
  • C4I

DTIC Thesaurus Topics

  • Abstracts
  • Alcohols
  • Chemical Synthesis
  • Chemistry
  • Chromatography
  • Column Chromatography
  • Copolymerization
  • Copolymers
  • Crystal Structure
  • Macromolecules
  • Materials
  • Materials Science
  • Molecular Weight
  • Polymers
  • Precipitation
  • X Rays
  • X-Ray Diffraction

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  • Chemistry

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  • Organic Chemistry
  • Polymer Science and Technology

Technology Areas

  • Microelectronics