Metathesis-type poly-exo-tricyclononenes with fluoroorganic side substituents: Synthesis and gas-transport properties
The synthesis and gas-transport properties of new metathesis-type polynorbornenes bearing fluoroorganic side groups are reported. The necessary monomers, fluorosubstituted exo-norbornene derivatives (exo-tricyclononenes), were obtained using one-step method based on stereo- and regioselective [2 + 2...
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Published in | Polymer (Guilford) Vol. 153; pp. 626 - 636 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
Kidlington
Elsevier Ltd
26.09.2018
Elsevier BV |
Subjects | |
Online Access | Get full text |
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Summary: | The synthesis and gas-transport properties of new metathesis-type polynorbornenes bearing fluoroorganic side groups are reported. The necessary monomers, fluorosubstituted exo-norbornene derivatives (exo-tricyclononenes), were obtained using one-step method based on stereo- and regioselective [2 + 2+2]-cycloaddition of quadricyclane and fluoroalkenes. A set of high molecular weight polymers with different side groups were prepared from the synthesized F-substituted exo-tricyclononenes over the 1-st generation Grubbs catalyst. Permeability and diffusion coefficients of various gases (He, H2, O2, N2, CO2, CH4) in these poly-exo-tricyclononenes were determined for the first time and new relationships between polymer structure and gas permeability were established. Metathesis poly-exo-tricyclononene bearing four CF3-groups in each monomer unit displayed the highest gas permeability for the tested gases among metathesis polynorbornenes with F-organic substituents reported so far.
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•Novel highly reactive fluoro-containing exo-tricyclononenes were synthesized via [2 + 2+2]-cycloaddition reaction.•A group of new metathesis polytricyclononenes bearing side fluoroorganic-substituents was prepared.•The obtained polymers possessed both the chemical and thermal stability.•The synthesized metathesis polytricyclononenes with fluorooganic-substituents exhibited the improved gas permeability.•New structure-property relationships for polynorbornenes were established. |
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ISSN: | 0032-3861 1873-2291 |
DOI: | 10.1016/j.polymer.2018.08.055 |