Journal ArticleDOI
Efficient Curing of Vinyl Carbonates by Thiol-Ene Polymerization
Andreas Mautner,Xiao-Hua Qin,Barbara Kapeller,Guenter Russmueller,Thomas Koch,Juergen Stampfl,Robert Liska +6 more
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TLDR
The thiol-ene concept is used to enhance the photoreactivity of vinyl carbonates to a large extent to reach the level of those of similar acrylates.Abstract:
Vinyl carbonates have recently been identified as a suitable alternative to (meth)acrylates, especially due to the low irritancy and cytotoxicity of these monomers. The drawback of some vinyl carbonates containing abstractable hydrogens arises through their moderate reactivity compared with acrylates. Within this paper, we use the thiol-ene concept to enhance the photoreactivity of vinyl carbonates to a large extent to reach the level of those of similar acrylates. Mechanical properties of the final thiol-ene polymers were determined by nanoindentation. Furthermore, low toxicity of all components was confirmed by osteoblast cell culture experiments.read more
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Photopolymerization in 3D Printing
Ali Bagheri,Jianyong Jin +1 more
TL;DR: The field of 3D printing is continuing its rapid development in both academic and industrial research environments as mentioned in this paper, which offers flexibility over the final properties of the 3D printed materials (such as optical, chemical and mechanical properties) using versatile polymer chemistry.
Journal ArticleDOI
Strategies to Reduce Oxygen Inhibition in Photoinduced Polymerization
Samuel Clark Ligon,Branislav Husár,Branislav Husár,Harald Wutzel,Richard Holman,Robert Liska +5 more
TL;DR: Type II triplet quenching of aryl thiols was found to be dependent on the sensitizer, viscosity, and hydrogen-donating capability of the monomer and on the presence of oxygen.
Journal ArticleDOI
Toughening of photo-curable polymer networks: a review
TL;DR: In this paper, a review of the development of crosslinked epoxy-based polymers and also photo-curable polymers based on multifunctional acrylates with improved toughness is presented.
Journal ArticleDOI
Tough and degradable photopolymers derived from alkyne monomers for 3D printing of biomedical materials
Andreas Oesterreicher,Johannes Wiener,Meinhart Roth,Andreas Moser,Robert Gmeiner,Matthias Edler,Gerald Pinter,Thomas Griesser +7 more
TL;DR: In this paper, the synthesis and exploration of alkyne carbonate derivatives as biocompatible building blocks in the thiol-yne photopolymerisation reaction with the aim to facilitate the fabrication of tailor made medical devices by UV based additive manufacturing technologies.
Journal ArticleDOI
Efficient stabilization of thiol-ene formulations in radical photopolymerization
Paricher Esfandiari,Samuel Clark Ligon,Jean Jacques Lagref,Richard Frantz,Zoubair M. Cherkaoui,Robert Liska +5 more
TL;DR: The photo-initiated thiol-ene step growth radical polymerization was first suggested by Posner in 1905, but academic interest in this potential polymerization reaction remained fairly limited until the last two decades as discussed by the authors.
References
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Journal ArticleDOI
Thiol–Ene Click Chemistry
TL;DR: The radical-mediated thiol-ene reaction has all the desirable features of a click reaction, being highly efficient, simple to execute with no side products and proceeding rapidly to high yield.
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Thiol–enes: Chemistry of the past with promise for the future
TL;DR: The photopolymerization of mixtures of multifunctional thiols and enes is an efficient method for the rapid production of films and thermoset plastics with unprecedented physical and mechanical properties.
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Investigations of step-growth thiol-ene polymerizations for novel dental restoratives.
Hui Lu,Hui Lu,Jacquelyn A. Carioscia,J.W. Stansbury,J.W. Stansbury,Christopher N. Bowman,Christopher N. Bowman +6 more
TL;DR: The results from the simultaneous measurement of shrinkage stress and conversion showed that the onset ofshrinkage stress coincides with the delayed gel point conversion, which is predicted to be 41% for the 3:4 stoichiometric PETMP/TATATO resin composition.
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The effect of thiol and ene structures on thiol–ene networks: Photopolymerization, physical, mechanical and optical properties
Qin Li,Hui Zhou,Charles E. Hoyle +2 more
TL;DR: In this article, the effect of ene monomer structures on polymer properties was investigated for the secondary and primary thiol-ene networks and the results indicated that ene structure and functionality can significantly affect the rigidity and the physical and mechanical properties of the thiolene networks.