31968-85-1Relevant articles and documents
Diels-alder trapping of photochemically generated o-quinodimethane intermediates: An alternative route to photocured polymer film development
Tyson, Daniel S.,Ilhan, Faysal,Meador, Mary Ann B.,Smith, Dee Dee,Scheiman, Daniel A.,Meador, Michael A.
, p. 3638 - 3646 (2008/02/01)
Photolysis of o-methylphenyl ketones generates o-quinodimethane intermediates that can be trapped in situ by dienophiles through Diels-Alder cycloadditions. This well-known photochemical process is applied to a series of six new photoreactive monomers containing bis(o-methylphenyl ketone) functionalities combined with diacrylate and triacrylate esters for the development of acrylic ester copolymer blends. Irradiation of cyclohexanone solutions of the bis(o-methylphenyl ketone)s and acrylate esters produce thin polymer films. Solid state 13C NMR data indicated 47-100% reaction of the bis(o-methylphenyl ketone)s, depending on experimental conditions, to yield the desired products. DSC and TGA analyses were performed to determine the glass transition temperature, Tg, and onset of decomposition, T d, of the resulting polymer films. A statistical "design of experiments" approach was used to obtain a systematic understanding of the effects of experimental variables on the extent of polymerization and the final polymer properties.
