Polymerizations Initiated by Diradicals from Cycloaromatization Reactions

Four cycloaromatization substrates each produce diradicals that lead to the initiation of polymerization of vinyl monomers. All the initiators produce significant amounts of polymer, especially with methacrylate monomers. Intramolecular termination of short diradical chains produces oligomeric bypro...

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Bibliographic Details
Published inMacromolecules Vol. 38; no. 17; pp. 7266 - 7273
Main Authors Rule, Joseph D, Moore, Jeffrey S
Format Journal Article
LanguageEnglish
Published Washington, DC American Chemical Society 23.08.2005
Subjects
Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymerization
Preparation, kinetics, thermodynamics, mechanism and catalysts
Bulk polymerization
Priming activity
Methyl methacrylate polymer
Experimental study
Oligomer
Reaction rate
Precursor
Enynic compound
Radical catalyst
Free radical polymerization
Cyclization
Organic free biradical
Kinetics
Diynic compound
Chemical synthesis
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Summary:Four cycloaromatization substrates each produce diradicals that lead to the initiation of polymerization of vinyl monomers. All the initiators produce significant amounts of polymer, especially with methacrylate monomers. Intramolecular termination of short diradical chains produces oligomeric byproducts and limits the amount of high polymer that is formed. The polymer yield can be increased through the addition of a chain transfer agent by presumably converting unproductive diradicals into pairs of monoradicals. The enediynes that contain terminal acetylenes are less effective initiators because they retard radical polymerization. Bergman cyclization substrates are better initiators than Myers cyclization substrates.
ISSN:0024-9297
1520-5835
DOI:10.1021/ma050750z