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Delayed Thiol-Epoxy Photopolymerization: A General and Effective Strategy to Prepare Thick Composites.

ABSTRACT: Photoinduced thiol-epoxy click polymerization possesses both the characteristics and advantages of photopolymerization and click reactions. However, the photopolymerization of pigmented or highly filled thiol-epoxy thick composites still remains a great challenge due to the light screening effect derived from the competitive absorption, reflection, and scattering of the pigments or functional fillers. In this article, we present a simple and versatile strategy to prepare thick composites via delayed thiol-epoxy photopolymerization. The irradiation of a small area with a light-emitting diode (LED) point light source at room temperature leads to the decomposition of a photobase generator and the released active basic species can uniformly disperse throughout the whole system, including unirradiated areas, via mechanical stirring. No polymerization was observed at room temperature and therefore the liquid formulations can be further processed with molds of arbitrary size and desired shapes. It is only by increasing the temperature that base-catalyzed thiol-epoxy polymerization occurs and controllable preparation of thick thiol-epoxy materials can be achieved. The formed networks display excellent uniformity in different radii and depths with comparable functionality conversions, similar T g values, and thermal decomposition temperatures. The presented strategy can be applied to prepare thick composites with glass fibers possessing improved mechanical properties and dark composites containing 2 wt % carbon nanotubes.

SUBMITTER: Chen L

PROVIDER: S-EPMC7331066 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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Delayed Thiol-Epoxy Photopolymerization: A General and Effective Strategy to Prepare Thick Composites.

Chen Li L Zheng Yuanjian Y Meng Xiaoyan X Wei Guo G Dietliker Kurt K Li Zhiquan Z

ACS omega 20200618 25

Photoinduced thiol-epoxy click polymerization possesses both the characteristics and advantages of photopolymerization and click reactions. However, the photopolymerization of pigmented or highly filled thiol-epoxy thick composites still remains a great challenge due to the light screening effect derived from the competitive absorption, reflection, and scattering of the pigments or functional fillers. In this article, we present a simple and versatile strategy to prepare thick composites via del ...[more]

PMID: 32637792

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Project description:Step-growth thiol-Michael photopolymerizable resins, constituting an alternative chemistry to the current methacrylate-based chain-growth polymerizations, were developed and evaluated for use as dental restorative materials. The beneficial features inherent to anion-mediated thiol-Michael polymerizations were explored, such as rapid photocuring, low stress generation, ester content tunability, and improved mechanical performance in a moist environment. An ester-free tetrafunctional thiol and a ultraviolet-sensitive photobase generator were implemented to facilitate thiol-Michael photopolymerization. Thiol-Michael resins of varied ester content were fabricated under suitable light activation. Polymerization kinetics and shrinkage stress were determined with Fourier-transform infrared spectroscopy coupled with tensometery measurements. Thermomechanical properties of new materials were evaluated by dynamic mechanical analysis and in 3-point bending stress-strain experiments. Photopolymerization kinetics, polymerization shrinkage stress, glass transition temperature, flexural modulus, flexural toughness, and water sorption/solubility were compared between different thiol-Michael systems and the BisGMA/TEGDMA control. Furthermore, the mechanical performance of 2 thiol-Michael composites and a control composite were compared before and after extensive conditioning in water. All photobase-catalyzed thiol-Michael polymerization matrices achieved >90% conversion with a dramatic reduction in shrinkage stress as compared with the unfilled dimethacrylate control. One prototype of ester-free thiol-Michael formulations had significantly better water uptake properties than the BisGMA/TEGDMA control system. Although exhibiting relatively lower Young's modulus and glass transition temperatures, highly uniform thiol-Michael materials achieved much higher toughness than the BisGMA/TEGDMA control. Moreover, low-ester thiol-Michael composite systems show stable mechanical performance even after extensive water treatment. Although further resin/curing methodology optimization is required, the photopolymerized thiol-Michael prototype resins can now be recognized as promising candidates for implementation in composite dental restorative materials.

Dataset Information

Delayed Thiol-Epoxy Photopolymerization: A General and Effective Strategy to Prepare Thick Composites.

Publications

Delayed Thiol-Epoxy Photopolymerization: A General and Effective Strategy to Prepare Thick Composites.

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