Synthesis of photo-functional polymers with both pendant phenacyl ester and spiro ortho ester groups and photochemical properties of the resulting polymers

✍ Scribed by Katsumi Inomata; Shigeo Kawasaki; Atsushi Kameyama; Tadatomi Nishikubo

• Publisher: Elsevier Science
• Year: 2000
• Tongue: English
• Weight: 194 KB
• Volume: 45
• Category: Article
• ISSN: 1381-5148
• DOI: 10.1016/s1381-5148(00)00002-x

✦ Synopsis

Photo-functional polymers with both pendant phenacyl ester and spiro ortho ester groups were synthesized by the one-pot method for the reaction of poly(methacrylic acid) with 2-bromomethyl-1,4,6-trioxaspiro-[4.4]-nonan followed by the reaction with phenacyl bromides using 1,8-diazabicyclo-[5.4.0]-7-undecene. These condensation reactions proceeded smoothly and quantitatively. Photochemical properties of the obtained polymers were evaluated by UV and IR spectroscopy. The photo-cleavage of pendant phenacyl ester groups was monitored by the change of UV spectra, and the ring-opening reaction of pendant spiro ortho ester groups was monitored by IR spectrscopy. From these results, it was found that the photo-cleavage of pendant phenacyl ester groups proceeded smoothly to give the corresponding carboxylic acid groups and radicals, and then the produced pendant carboxylic acid groups reacted with pendant spiro ortho ester groups by the baking process.