The development of a revolutionary new dental restoration technology based on the thiol-yne coupling of triazine trione monomers
No Thumbnail Available
URL
Journal Title
Journal ISSN
Volume Title
Kemian tekniikan korkeakoulu |
Master's thesis
Authors
Date
2019-12-17
Department
Major/Subject
Biomaterials Science
Mcode
CHEM3041
Degree programme
Nordic Master in Polymer Technology (N5PolTech)
Language
en
Pages
49+6
Series
Abstract
With the continuous update of dental materials, hundreds of new materials have been invented and put into use, greatly enriching the selection of clinical applications. Among them, resin-based materials are one of the most popular dental restoration materials. In recent years, high-performance composites based on triazine-trione (TATO) monomers polymerized via light-initiated thiol-ene coupling (TEC) or thiol-yne coupling (TYC) have become the most promising candidates to replace the methacrylate composites used today in dental restoration application. This study reports the large scale synthesis of important click-based TATO monomers, the formulation of reactive TEC/TYC monomers together with fillers as well as their transformation into crosslinked networks and finally the evaluation of their mechanical properties. The most promising of these systems are the TATATO/TMTATO (TEC) and octadiyne/TMTATO (TYC) mixtures. Compared with traditional methacrylate composites, the flexure strength of the TEC composites with 70wt% filler content is 1.1 times, the modulus is 0.7 times, and the shrinkage stress is 0.5 times, meanwhile, the flexure strength of the TEC composites with 70wt% filler content is 1.1 times, the modulus is 0.7 times, and the shrinkage stress is 0.9 times. In addition, their shear stress values are similar to those of commercial materials. Therefore, with better mechanical properties as well as lower shrinkage stress, TEC/TYC composites have successfully demonstrated their commercial potential in dental restoration application.Description
Supervisor
Seppälä, JukkaThesis advisor
Malkoch, MichaelHutchinson, Daniel
Keywords
thiol-ene coupling, thiol-yne coupling, filler content, mechanical property, shrinkage stress