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Z. Naturforsch. 2012, 67b, 1132 – 1136
doi:10.5560/ZNB.2012-0199
Photo-Crosslinking of Copolymeric Methacrylates Bearing Stilbene Chromophores
Angelika Jahnke and Herbert Meier
Institute of Organic Chemistry, University of Mainz, Duesbergweg 10–14, 55099 Mainz, Germany
Reprint requests to Prof. Dr. H. Meier. Fax: +49-(0)6131-3925396. E-mail: hmeier@uni-mainz.de
Received July 25, 2012 / published online November 12, 2012
Radical polymerization of methyl methacrylate (2) as major component and the methacrylates 1a or 1b, which contain an (E)-stilbene unit fixed by a tether to the ester group, yield easily soluble copolymers 3a, b. Whereas the dominant photoreactions in solution are (E) ⇄ (Z) isomerizations and intra-chain [2π + 2π] cycloadditions, cast films of 3a, b give an inter-chain photo-crosslinking on irradiation. Compared to homopolymers, the copolymers are not only better soluble and more easily processible, their films show less undesired light scattering. The cross-linked material is completely insoluble in organic solvents. Thus, it represents the basis for negative photoresists and the corresponding imaging techniques.
Key words: Radical Copolymerization, Stilbene Chromophore, Negative Photoresist
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