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Volume: 40 | Article ID: art00010
Photosensitive Materials Based on Photorearrangement of Azidovinyl and Azirine Compounds
  DOI :  10.2352/J.ImagingSci.Technol.1996.40.1.art00010  Published OnlineJanuary 1996

Six bisazidovinyl compounds (AVs) were synthesized for application to photosensitive materials. AVs easily yielded bifunctional 2H-azirine (AZ) in a thin polymer film of poly(1,2-butadiene (PB) or poly(4-hydroxystyrene) (POHSt) by heat treatment. By photoirradiation of those films, AZ yielded nitrile ylide (NY). The crosslinking reaction of the polymers proceeded through a 1,3-dipolar addition of NY with vinyl group (PB) and an addition with alcohol (POHSt). These reactions were confirmed by absorption and infrared spectra. The irradiated polymer films were insoluble in chloroform. The most sensitive AV compound is 2,7-bis(1-azidoethenyl)-dibenzothiophene, which can reproduce line-and-space patterns at 1.2 mJ cm−2 (PB thin film with 254 nm photoirradiation).

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Ikuo Naito, Hideaki Morihara, "Photosensitive Materials Based on Photorearrangement of Azidovinyl and Azirine Compoundsin Journal of Imaging Science and Technology,  1996,  pp 50 - 55,

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Copyright © Society for Imaging Science and Technology 1996
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