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- Title
Azodioxides as Inhibitors and Retarders in Photoinitiated Cationic Polymerization.
- Authors
Finson, Stephen; Jury, John M.; Crivello, James V.
- Abstract
The cyclic azodioxide, 1,4,4-trimethyl-2,3-diazabicyclo[3.2.2]non-2-ene 2,3-dioxide ( 5), displays the unique ability to function as a thermally reversible inhibitor for the UV-induced photoinitiated cationic polymerizations of epoxide and vinyl ether monomers. At room temperature and below, the photopolymerizations are suppressed due to the capture of photogenerated initiating protons by the cis-azodioxide group, which is both basic and serves as a bidentate coordinating group. However, at higher temperatures, the azodioxide group reverts to its ring-opened dinitroso isomer and, as a consequence, loses its ability to coordinate to protons. Protons released during this process subsequently initiate the cationic polymerizations of the monomers. Reversible inhibitors such as 5 have several potential applications such as in the design of one-component photoactivatable structural and assembly adhesives and in composites.
- Subjects
ADDITION polymerization; VINYL ethers; CATIONIC polymers; PHOTOIONIZATION; MONOMERS
- Publication
Macromolecular Chemistry & Physics, 2013, Vol 214, Issue 16, p1806
- ISSN
1022-1352
- Publication type
Article
- DOI
10.1002/macp.201300300