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- Title
Efficient Synthesis of α,ω-Divinyl-Functionalized Polyolefins.
- Authors
Patil, Vishal B.; Saliu, Kuburat O.; Jenkins, Roxanne M.; Carnahan, Edmund M.; Kramer, Edward J.; Fredrickson, Glenn H.; Bazan, Guillermo C.
- Abstract
A facile one-step olefin metathesis-mediated ethenolysis reaction on polyolefins containing 1,4-inserted butadiene units yields α,ω-divinyl telechelic polymers. These reactions can be successfully performed with well-defined thermally stable ruthenium catalysts to yield essentially complete metathesis of internal double bonds. The reaction progress is monitored by 1H NMR spectroscopy over time, by tracking the disappearance of the signal due to internal unsaturation of 1,4-butadiene at ca. 5.5 ppm in toluene- d 8 solvent. The reaction conditions are optimized for ethylene pressure, temperature, catalyst loading, and reaction time. Catalyst loading of 45:1 1,4-butadiene unsaturation to catalyst at 90 °C with 25 psi ethylene pressure is successful in removing internal unsaturation with no detectable isomerization side reactions. High-temperature gel-permeation chromatography (GPC) analysis of the depolymerized product correlates to the calculated molecular weight based on the number of internal double bonds observed in the 1H NMR analysis of the starting polyolefin. This method offers a single step, rapid, and clean route toward divinyl-terminated telechelic polymers based on commodity materials in high yields.
- Subjects
POLYOLEFIN synthesis; METATHESIS reactions; BUTADIENE; TELECHELIC polymers; THERMAL stability; ISOMERIZATION
- Publication
Macromolecular Chemistry & Physics, 2014, Vol 215, Issue 11, p1140
- ISSN
1022-1352
- Publication type
Article
- DOI
10.1002/macp.201400139