The influence of vinyl activating groups on β‐allyl sulfone‐based chain transfer agents for tough methacrylate networks |
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| Authors: | Paul Gauss Samuel Clark Ligon‐Auer Markus Griesser Christian Gorsche Helena Svajdlenkova Thomas Koch Norbert Moszner Robert Liska |
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| Affiliation: | 1. Institute of Applied Synthetic Chemistry, TU Wien, Austria;2. Christian Doppler Laboratory for Photopolymers in Digital and Restorative Dentistry, Austria;3. Polymer Institute of the Slovakian Academy of Science, Slovakia;4. Institute of Materials Science and Technology, TU Wien, Austria;5. Ivoclar Vivadent AG, Liechtenstein |
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| Abstract: | In radical polymerization of monofunctional monomers, addition fragmentation chain transfer (AFCT) agents are well known to regulate polymerization and yield polymers with lower molecular weights and narrower molecular weight distributions. Papers concerning bulk photopolymerization of monomer mixtures with AFCT agents are rarely found in literature. In this article, AFCT reagents based on β‐allyl sulfones with different vinyl activating groups were synthesized and compared. The compounds were tested in mono‐ and difunctional monomer systems providing information about the influence on photoreactivity, molecular weight, as well as thermal and mechanical properties of the resultant polymers. Where more potent activating groups (‐Ph, ‐CN) markedly influenced polymerization at lower concentrations, the AFCT reagent with an ester activating group reacted at a similar rate to the methacrylate monomer (CT ≈ 1) and provided the best overall performance. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 1417‐1427 |
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| Keywords: | addition‐fragmentation chain transfer mechanical properties methacrylates networks photopolymerization shrinkage stress |
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