Classical metallocenes as photoinitiators for the anionic polymerization of an alkyl 2-cyanoacrylate

Cynthia T. Sanderson; Bentley J. Palmer; Alan Morgan; Michael Murphy; Richard A. Dluhy; Todd Mize; I. Jonathan Amster; Charles Kutal

doi:10.1021/ma0212238

Classical metallocenes as photoinitiators for the anionic polymerization of an alkyl 2-cyanoacrylate

Cynthia T. Sanderson, Bentley J. Palmer, Alan Morgan, Michael Murphy, Richard A. Dluhy, Todd Mize, I. Jonathan Amster, Charles Kutal

Research output: Contribution to journal › Article › peer-review

35 Scopus citations

Abstract

The classical metallocenes, ferrocene and ruthenocene, dissolve readily in neat ethyl 2-cyanoacrylate (CA) monomer. The electronic spectra of the resulting solutions display a near-ultraviolet absorption band assigned as a charge-transfer-to-solvent (metallocene → CA) transition. Irradiation into this band causes the one-electron oxidation of the metallocene to the corresponding metallocenium cation accompanied by reduction of CA to its radical anion. Addition of the latter species to CA initiates the anionic polymerization of the electrophilic monomer. The progress of photoinitiated polymerization was monitored in real time by attenuated total reflectance infrared spectroscopy.

Original language	English (US)
Pages (from-to)	9648-9652
Number of pages	5
Journal	Macromolecules
Volume	35
Issue number	26
DOIs	https://doi.org/10.1021/ma0212238
State	Published - Dec 17 2002
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "Classical metallocenes as photoinitiators for the anionic polymerization of an alkyl 2-cyanoacrylate",

abstract = "The classical metallocenes, ferrocene and ruthenocene, dissolve readily in neat ethyl 2-cyanoacrylate (CA) monomer. The electronic spectra of the resulting solutions display a near-ultraviolet absorption band assigned as a charge-transfer-to-solvent (metallocene → CA) transition. Irradiation into this band causes the one-electron oxidation of the metallocene to the corresponding metallocenium cation accompanied by reduction of CA to its radical anion. Addition of the latter species to CA initiates the anionic polymerization of the electrophilic monomer. The progress of photoinitiated polymerization was monitored in real time by attenuated total reflectance infrared spectroscopy.",

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T1 - Classical metallocenes as photoinitiators for the anionic polymerization of an alkyl 2-cyanoacrylate

AU - Sanderson, Cynthia T.

AU - Palmer, Bentley J.

AU - Morgan, Alan

AU - Murphy, Michael

AU - Dluhy, Richard A.

AU - Mize, Todd

AU - Amster, I. Jonathan

AU - Kutal, Charles

PY - 2002/12/17

Y1 - 2002/12/17

N2 - The classical metallocenes, ferrocene and ruthenocene, dissolve readily in neat ethyl 2-cyanoacrylate (CA) monomer. The electronic spectra of the resulting solutions display a near-ultraviolet absorption band assigned as a charge-transfer-to-solvent (metallocene → CA) transition. Irradiation into this band causes the one-electron oxidation of the metallocene to the corresponding metallocenium cation accompanied by reduction of CA to its radical anion. Addition of the latter species to CA initiates the anionic polymerization of the electrophilic monomer. The progress of photoinitiated polymerization was monitored in real time by attenuated total reflectance infrared spectroscopy.

AB - The classical metallocenes, ferrocene and ruthenocene, dissolve readily in neat ethyl 2-cyanoacrylate (CA) monomer. The electronic spectra of the resulting solutions display a near-ultraviolet absorption band assigned as a charge-transfer-to-solvent (metallocene → CA) transition. Irradiation into this band causes the one-electron oxidation of the metallocene to the corresponding metallocenium cation accompanied by reduction of CA to its radical anion. Addition of the latter species to CA initiates the anionic polymerization of the electrophilic monomer. The progress of photoinitiated polymerization was monitored in real time by attenuated total reflectance infrared spectroscopy.

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Classical metallocenes as photoinitiators for the anionic polymerization of an alkyl 2-cyanoacrylate

Abstract

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