Organometallic NLO Polymers. 3. Copolymerization of Bridged Bis(ferrocenyl) and Bis(cyanoacetate) Monomers Via the Knoevenagel Condensation
Technical rept. no. 8, 15 Apr 1991-15 Apr 1992,
UTAH STATE UNIV LOGAN DEPT OF CHEMISTRY AND BIOCHEMISTRY
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The bridged bisferrocenyl monomer N5-C5H4CHOFen5-C5H42SiMe2 1 was prepared in two steps from n5-C5H4SnBu32Fe. The biscyanoacetate monomers, CNCH2CO2CH2nO2CCH2CN 2 where n 4, 6, and 8 where prepared in high yield by reacting ethyl cyanoacetate with the appropriate diol in the presence of TiOC4H94. 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 91, respectively however, isomerically enriched polymer i.e. 98 E-isomer was obtained through selective precipitation.
- Organic Chemistry
- Polymer Chemistry
- Nuclear Physics and Elementary Particle Physics