Synthesis and structure‐activity relationship of several aromatic ketone‐based two‐photon initiators |
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| Authors: | Zhiquan Li Marton Siklos Niklas Pucher Klaus Cicha Aliasghar Ajami Wolfgang Husinsky Arnulf Rosspeintner Eric Vauthey Georg Gescheidt Jürgen Stampfl Robert Liska |
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| Affiliation: | 1. Institute of Applied Synthetic Chemistry, Division of Macromolecular Chemistry, Vienna University of Technology, Getreidemarkt 9/163/MC, 1060 Vienna, Austria;2. Institute of Materials Science and Technology, Vienna University of Technology, Favoritenstrasse 9‐11, 1040 Vienna, Austria;3. Institute of Applied Physics, Vienna University of Technology, Wiedner Hauptstrasse 8, 1060 Vienna, Austria;4. Department of Physical Chemistry, University of Geneva, 30, Quai Ernest Ansermet CH‐1211 Geneva 4, Switzerland;5. Graz University of Technology, Institute of Physical and Theoretical Chemistry, Stremayrgasse 9, 8010 Graz, Austria |
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| Abstract: | Several novel aromatic ketone‐based two‐photon initiators containing triple bonds and dialkylamino groups were synthesized and the structure‐activity relationships were evaluated. Branched alkyl chains were used at the terminal donor groups to improve the solubility in the multifunctional monomers. Because of the long conjugation length and good coplanarity, the evaluated initiators showed large two‐photon cross section values, while their fluorescence lifetimes and quantum yields strongly depend on the solvent polarity. All novel initiators exhibited high activity in terms of two‐photon‐induced microfabrication. This is especially true for fluorenone‐based derivatives, which displayed much broader processing windows than well‐known highly active initiators from the literature and commercially available initiators. While the new photoinitiators gave high reactivity in two‐photon‐induced photopolymerization at concentration as low as 0.1% wt, these compounds are surprisingly stable under one photon condition and nearly no photo initiation activity was found in classical photo DSC experiment. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011 |
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| Keywords: | laser‐induced polymers NLO photochemistry photopolymerization radical polymerization two‐photon absorption photoinitiator |
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