Photoacid Generation by Stepwise Two-Photon Absorption:  Photoinitiated Cationic Polymerization of Cyclohexene Oxide by Using Benzodioxinone in the Presence of Iodonium Salt

Taşdelen, Mehmet Atilla; Kumbaracı, Volkan; Jockusch, Steffen; Turro, Nicholas J.; Talınlı, Naciye; Yaǧcı, Yusuf

doi:10.1021/ma7023649

Cited by 82 publications

(56 citation statements)

References 38 publications

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“…[180][181][182][183] An interesting but useful application of free radical promoted cationic polymerization is two-photon absorption photoacid generation. 184 It was shown that benzodioxinone can act as caged sensitizers for diphenyliodonium salt to generate acids for initiation of cationic polymerization. The first absorbed photon uncages the sensitizer.…”

Section: Cationic Polymerizationmentioning

confidence: 99%

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Photoinitiated Polymerization: Advances, Challenges, and Opportunities

2010

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The use of photoinitiated polymerization is continuously growing in industry as reflected by the large number of applications in not only conventional areas such as coatings, inks, and adhesives but also high-tech domains, optoelectronics, laser imaging, stereolithography, and nanotechnology. In this Perspective, the latest developments in photoinitiating systems for free radical and cationic polymerizations are presented. The potential use of photochemical methods for step-growth polymerization is also highlighted. The goal is, furthermore, to show approaches to overcome problems associated with the efficiency, wavelength flexibility, and environmental and safety issues in all photoinitiating systems for different modes of activation. Much progress has been made in the past 10 years in the preparation of complex and nanostructured macromolecules by using photoinitiated polymerizations. Thus, the new and emerging applications of photoinitiated polymerizations in the field of biomaterials, surface modification, preparation of block and graft copolymers, and nanocomposites have been addressed.

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Section: Cationic Polymerizationmentioning

confidence: 99%

“…The first absorbed photon uncages the sensitizer. 184 The released sensitizer absorbs a second photon to reduce the iodonium salt yielding in protonic acids for initiation of cationic polymerization as presented in Scheme 16 for the polymerization of cyclohexene oxide.…”

Section: Cationic Polymerizationmentioning

confidence: 99%

Photoinitiated Polymerization: Advances, Challenges, and Opportunities

2010

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“…The thermal strategy has been recently shown to provide tunable crosslinking of polyolefines. 40 We have also shown the use of benzodioxionones as photolytic precursors 41,42 to ketenes in photoinduced crosslinking, 43,44 grafting, 45 and polyester formation. 46 Upon irradiation, benzodioxinones undergo to form highly electrophilic ketene intermediates which can directly react with alcohols or amines present in the reaction media (Scheme 1).…”

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confidence: 87%

Photoinduced grafting of polystyrene onto silica particles by ketene chemistry

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et al. 2012

J. Polym. Sci. A Polym. Chem.

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“…In this process, the first photon is absorbed to generate a long-lived SCHEME 11.26 excited-state or reaction product [105]. In this process, the first photon is absorbed to generate a long-lived SCHEME 11.26 excited-state or reaction product [105].…”

Section: Sensitization By Classical Energy Transfermentioning

confidence: 99%