Abstract
The synthesis and polymerization of norbornenyl-substituted thiophenes (2 and 4) and terthiophenes (3 and 5) are reported. All monomers readily undergo ring-opening metathesis polymerization (ROMP) using the ruthenium catalyst, Cl2(PPCy3)2 Ru=CHPh (1). The terthienyl monomers 3 and 5 were directly polymerized onto the surface of a gold electrode via electrochemical oxidation of the capping terthienyl units, while the direct electrochemical homopolymerization of 2 was not achievable, which is consistent with previous literature reports for similarly substituted thiophenes. Chemical polymerization of the terthienyl segments of 3 and 5 using FeCl3 yielded insoluble materials. Finally, polymers obtained from the ROMP procedure were further cross-linked using the oxidative techniques described above, yielding highly networked materials which displayed an increase in thermal stability and electrical conductivity relative to their single-chain polymeric precursors.
Original language | English (US) |
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Pages (from-to) | 4628-4633 |
Number of pages | 6 |
Journal | Macromolecules |
Volume | 33 |
Issue number | 13 |
DOIs | |
State | Published - Jun 27 2000 |
ASJC Scopus subject areas
- Organic Chemistry
- Polymers and Plastics
- Inorganic Chemistry
- Materials Chemistry