Cyclopolymerization of (E,E) ‐ [6.2]paracyclophane‐1,5‐diene
- 1 August 1986
- journal article
- research article
- Published by Wiley in Journal of Polymer Science Part A: Polymer Chemistry
- Vol. 24 (8) , 1725-1733
- https://doi.org/10.1002/pola.1986.080240801
Abstract
Polymerization of (E,E)‐[6.2]paracyclophane‐1,5‐diene proceeds by an intra–intermolecular mechanism to give a polymer containing a [3.2]paracyclophane in the repeat unit. Polymerization occurs with either free radical or cationic initiation; anionic initiation was unsuccessful. Cationic polymerization is favored and appears to proceed through a stabilized carbonium ion intermediate. Spectroscopic and model compound studies are consistent with the proposed polymer structure. Thermal analyses of the polymer indicate a complex thermooxidative behavior in the presence of oxygen, while depolymerization occurs above about 400°C in an inert atmosphere.Keywords
This publication has 12 references indexed in Scilit:
- Cationic cyclocodimerization. 1. Novel synthesis of [3.3]paracyclophane skeleton from 1,3-bis(p-vinylphenyl)propaneJournal of the American Chemical Society, 1983
- Polyaromatic ether‐sulfone‐ketones with fluorosubstituted p‐cyclophane units as crosslinking sitesJournal of Polymer Science: Polymer Chemistry Edition, 1983
- Cyclopolymerization and cyclocopolymerizationAccounts of Chemical Research, 1982
- C3 Cyclopolymerization: Cationic Cyclopolymerization of 1,3-Bis(p-vinylphenyl)propane and Its DerivativesPublished by American Chemical Society (ACS) ,1982
- C3 cyclopolymerization. I. Is the cyclopolymerization of 1,3‐bis(p‐vinylphenyl)‐propane by means of radical or anionic initiators possible?Journal of Polymer Science: Polymer Chemistry Edition, 1980
- Cyclopolymerization of α,ω‐BIS(4‐vinylphenyl)‐alkane: Polymer containing [3.3] paracyclophane unit in the main chainJournal of Polymer Science Part C: Polymer Letters, 1976
- A vinylog of--xylylene. Synthesis of [2.6]paracyclophaneTetrahedron Letters, 1974
- Paracyclophane units: Versatile segments for polymer chain crosslink formationJournal of Polymer Science Part B: Polymer Letters, 1972
- Macro Rings. XXXIV. A Ring Expansion Route to the Higher Paracyclophanes, and Spectra-Structure Correlations of Their Derived Ketones1Journal of the American Chemical Society, 1966
- Macro Rings. VII. The Spectral Consequences of Bringing Two Benzene Rings Face to Face1Journal of the American Chemical Society, 1954