Synthesis and characterization of naphthalimide-functionalized polynorbornenes

Publication from Materials

Hollauf M, Cajlakovic M, Tscherner M., Köstler S, A.-C. Knall, G. Trimmel

Monatsh. Chem. 148 (2017) 121–129. DOI: 10.1007/s00706-016-1887-3 , 12/2016


Highly fluorescent and photostable (2-alkyl)-1H-benzo[de]isoquinoline-1,3(2H)-diones with a polymerizable norbornene scaffold have been synthesized and polymerized using ring-opening metathesis polymerization. The monomers presented herein could be polymerized in a living fashion, using different comonomers and different monomer ratios. All obtained materials showed good film-forming properties and bright fluorescence caused by the incorporated push–pull chromophores. Additionally, one of the monomers containing a methylpiperazine functionality showed protonation-dependent photoinduced electron transfer which opens up interesting applications for logic gates and sensing.