New photosensitive polymers:synthesis and free radical polymerization of oxypyridinium and oxyisoquinolinium functionalized methacrylate and styrene derivatives

Görtz, Verena and Ritter, Helmut (2002) New photosensitive polymers:synthesis and free radical polymerization of oxypyridinium and oxyisoquinolinium functionalized methacrylate and styrene derivatives. Macromolecules, 35 (11). pp. 4258-4265. ISSN 0024-9297

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Abstract

Polymerizable hydroxypyridinium and hydroxyisoquinolinium salts 1a-4a, 2d, and 3d have been prepared from vinylbenzyl chloride or glycidyl methacrylate and 3-hydroxypyridine (2), 4- or 5-hydroxyisoquinoline (1, 3), and 8-hydroxyquinoline (4). Radical homo- and copolymerization with styrene or methyl methacrylate of the salts 1a-3a, 2d, and 3d produced (co)polymers 1e, 2e, 2f, 3f, 1g, 2g, 2h, and 3h. The photosensitive dipolar oxypyridinium. or oxyisochinolinium betaine structures were generated in solutions with triethylamine from the low molecular weight and polymeric salt precursors. For the model compounds 1b-4b and (co)polymers le, 2e, 2f, 3f, 1g, 2g, 2h, and 3h, the degradation of the longest wavelength absorption of this betaine structure was detected during UV irradiation. UV irradiation of the model compound N-benzyl-4-hydroxyisochinolinium chloride (1b) in the presence of triethylamine produced the expected aziridine type structure 1k by intramolecular cyclization.

Item Type:
Journal Article
Journal or Publication Title:
Macromolecules
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1604
Subjects:
ID Code:
65909
Deposited By:
Deposited On:
07 Aug 2013 10:30
Refereed?:
Yes
Published?:
Published
Last Modified:
01 Jan 2020 08:34