Synthesis and photochemical properties of novel multifunctional photopolymers with both pendant epoxy groups and phenacyl ester groups

Abstract

Novel multifunctional photopolymers with both pendant epoxy groups and phenacyl ester groups were synthesized by the one‐pot method for the reaction of poly(methacrylic acid) with epibromohydrin; this was followed by a reaction with phenacylbromide with 1,8‐diazabicyclo‐[5.4.0]undecene‐7 as a condensation reagent. These esterification reactions proceeded smoothly and quantitatively under mild conditions. Moreover, the photochemical reactions of the resulting polymers were evaluated by UV and IR spectroscopy. The pendant phenacyl ester groups were photocleaved to give corresponding carboxyl groups, and then the produced carboxyl groups reacted with pendant epoxy groups. Furthermore, the baking process promoted a crosslinking reaction because of the addition reaction of epoxy groups with carboxyl groups after irradiation. It was also proven that the photochemical reactivity of the resulting polymers was affected by the structure of the phenacyl ester group. © 2001 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 530–538, 2001

Compatibility of liquid deproteinized natural rubber having epoxy group (LEDPNR)/poly (L‐lactide) blend

“…The reaction may enhance compatibility of the blend of ENR with the polymers, since it produces block and graft copolymers as a compatibilizer. For instance, for a blend of ENR with poly ( L ‐lactide) (PLLA), we may consider a reaction between the epoxy group of ENR with the ester group of PLLA, based upon the previous work 6…”

Initiator selectivity during free radical copolymerizations of styrene and methyl methacrylate initiated by anaerobic copper(II) oxidation of carbon‐13 labeled acetophenone

“…Photolysis,33–40 electrochemical reduction,41–44 and redox reactions45–50 have been used to generate phenacyl radicals, and they have been used to some extent to initiate polymerization reactions 51–57. In the study described herein, polymerization and copolymerization reactions involving styrene and methyl methacrylate were initiated by phenacyl radicals that were generated by the anaerobic oxidation of acetophenone.…”

Photolabile Carboxylic Acid Protected Terpolymers for Surface Patterning. Part 1: Polymer Synthesis and Film Characterization

“…For the reasons mentioned above the PRG p -methoxyphenacyl was chosen for our purpose, and therefore, PHEm was prepared as a suitable monomer. This monomer was previously described and used for the synthesis of the homopolymer poly( p -methoxyphenacyl methacrylate) and some copolymers with acrylonitrile, and in addition, in some polymers the p -methoxyphenacyl unit was incorporated by analogous polymer reactions. , We intend to incorporate the units into terpolymers by a free radical process using the resulting polymers for regioselective surface patterning with carboxylic acid groups.

1 Chemical structure of the objective p -methoxyphenacyl co- and terpolymers.

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