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Journal ArticleDOI

Photopolymerization in 3D Printing

20 Feb 2019-Vol. 1, Iss: 4, pp 593-611
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.
Abstract: The field of 3D printing is continuing its rapid development in both academic and industrial research environments. The development of 3D printing technologies has opened new implementations in rapid prototyping, tooling, dentistry, microfluidics, biomedical devices, tissue engineering, drug delivery, etc. Among different 3D printing techniques, photopolymerization-based process (such as stereolithography and digital light processing) offers flexibility over the final properties of the 3D printed materials (such as optical, chemical, and mechanical properties) using versatile polymer chemistry. The strategy behind the 3D photopolymerization is based on using monomers/oligomers in liquid state (in the presence of photoinitiators) that can be photopolymerized (via radical or cationic mechanism) upon exposure to light source of different wavelengths (depending on the photoinitiator system). An overview of recent evolutions in the field of photopolymerization-based 3D printing and highlights of novel 3D print...
Citations
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Journal ArticleDOI
TL;DR: In this article, the 2-amino-4,6-diphenylpyridine-3-carbonitrile derivatives were used as visible photosensitizers of diphenyliodonium salt.
Abstract: In this work, we presented a new bimolecular photoinitiating system based on 2-amino-4,6-diphenylpyridine-3-carbonitrile derivatives as visible photosensitizers of diphenyliodonium salt. Real-time FTIR and photo-DSC photopolymerization experiments with a cycloaliphatic epoxide and vinyl monomers showed surprisingly good reactivity of the bimolecular photoinitiating systems under UV-A, as well as under visible light sources. Steady-state photolysis, fluorescence experiments, theoretical calculations of molecular orbitals, and electrochemical analysis demonstrated photo-redox behavior as well as the ability to form initiating species via photo-reduction or photo-oxidation pathways, respectively. Therefore, the 2-amino-4,6-diphenylpyridine-3-carbonitrile derivatives were also investigated as a type II free-radical photoinitiator with amine. It was confirmed that the 2-amino-4,6-diphenylpyridine-3-carbonitrile derivatives, in combination with different types of additives, e.g., amine as a co-initiator or the presence of onium salt, can act as bimolecular photoinitiating systems for cationic, free-radical, and thiol-ene photopolymerization processes by hydrogen abstraction and/or electron transfer reactions stimulated by either near-UV or visible light irradiation. Finally, the 2-amino-4,6-diphenylpyridine-3-carbonitrile derivatives were selected for 3D printing rapid prototyping experiments. Test objects were successfully printed using purely cationic photosensitive resin, created on a 3D printer with a visible LED light source.

32 citations

Journal ArticleDOI
TL;DR: In this paper, thirteen ketone derivatives composed of different cyclohexanone cores and peripheral moieties were designed, among which 10 ketones have never been synthesized before.
Abstract: Herein, thirteen ketone derivatives composed of different cyclohexanone cores and peripheral moieties are designed, among which 10 ketones have never been synthesized before. These ketones are proposed as high‐performance photoinitiators for both free radical polymerizations and cationic polymerizations under soft conditions (visible LED@405 nm irradiation at room temperature). In combination with an amine and an iodonium salt (Iod), these ketones could be used in three−component photoinitiating systems to initiate the free radical polymerization of acrylates with distinct final conversions, among which the ketone−1/amine/Iod combination proved to be the most efficient one. Besides, the ketone−1/Iod two−component system also showed a remarkable photoinitiation ability for the cationic polymerization of epoxides. The photochemical sensitivity of ketone−1 in the presence of an amine and an iodonium salt was systematically investigated by steady state photolysis and excited state fluorescence quenching characterizations, respectively. Interestingly, macroscopic 3D patterns with excellent spatial resolution could be generated using the ketone−1/amine/Iod photoinitiating system for the free radical polymerization of acrylates. This high performance is also found useful to overcome the light penetration issue for the access to filled samples (silica) and the preparation of composites.

32 citations

Journal ArticleDOI
01 Mar 2021
TL;DR: Three-dimensional printing has been shown to provide a fast, precise, controllable, and scalable fabrication approach for the synthesis of HA-based scaffolds and the desired properties via 3D printing such as porosity, mechanical properties, biodegradability, and antibacterial properties are extensively explored.
Abstract: Hydroxyapatite (HA) and HA-based nanocomposites have been recognized as ideal biomaterials in hard tissue engineering because of their compositional similarity to bioapatite However, the traditional HA-based nanocomposites fabrication techniques still limit the utilization of HA in bone, cartilage, dental, applications, and other fields In recent years, three-dimensional (3D) printing has been shown to provide a fast, precise, controllable, and scalable fabrication approach for the synthesis of HA-based scaffolds This review therefore explores available 3D printing technologies for the preparation of porous HA-based nanocomposites In the present review, different 3D printed HA-based scaffolds composited with natural polymers and/or synthetic polymers are discussed Furthermore, the desired properties of HA-based composites via 3D printing such as porosity, mechanical properties, biodegradability, and antibacterial properties are extensively explored Lastly, the applications and the next generation of HA-based nanocomposites for tissue engineering are discussed

32 citations

Journal ArticleDOI
TL;DR: In this paper, a photo-sensitiser based on 2-amino-4-phenyl-6-(4]-phenylphenyl)benzene-1,3-dicarbonitrile derivatives was used for photopolymerization under visible low light intensity with potential translation to high performance 3D printing.

32 citations

Journal ArticleDOI
TL;DR: These properties of the elastomer yield an ecofriendly alternative of fossil fuel-based elastomers that can find broad applications in soft robotics, flexible wearable devices, strain sensors, health care, and next-generation energy-harvesting and -storage devices.
Abstract: A novel self-healable, fully reprocessable, and inkjet three-dimensional (3D) printable partially biobased elastomer is reported in this work. A long-chain unsaturated diacrylate monomer was first synthesized from canola oil and then cross-linked with a partially oxidized silicon-based copolymer containing free thiol groups and disulfide bonds. The elastomer is fabricated through inkjet 3D printing utilizing the photoinitiated thiol-ene click chemistry and reprocessed by compression molding exploiting the dynamic nature of disulfide bond. Self-healing is enabled by phosphine-catalyzed disulfide metathesis. The elastomer displayed a tensile strength of ∼52 kPa, a breaking strain of ∼24, and ∼86% healing efficiency at 80 °C temperature after 8 h. Moreover, the elastomer showed excellent thermal stability, and the highest thermal degradation temperature was recorded to be ∼524 °C. After reprocessing through compression molding, the elastomer fully recovered its mechanical and thermal properties. These properties of the elastomer yield an ecofriendly alternative of fossil fuel-based elastomers that can find broad applications in soft robotics, flexible wearable devices, strain sensors, health care, and next-generation energy-harvesting and -storage devices.

31 citations

References
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Journal ArticleDOI
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.
Abstract: Following Sharpless' visionary characterization of several idealized reactions as click reactions, the materials science and synthetic chemistry communities have pursued numerous routes toward the identification and implementation of these click reactions. Herein, we review the radical-mediated thiol-ene reaction as one such click reaction. This 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. Further, the thiol-ene reaction is most frequently photoinitiated, particularly for photopolymerizations resulting in highly uniform polymer networks, promoting unique capabilities related to spatial and temporal control of the click reaction. The reaction mechanism and its implementation in various synthetic methodologies, biofunctionalization, surface and polymer modification, and polymerization are all reviewed.

3,229 citations

Journal ArticleDOI
TL;DR: The use of both synthetic and natural hydrogels as scaffolds for three-dimensional cell culture as well as synthetic hydrogel hybrids that incorporate sophisticated biochemical and mechanical cues as mimics of the native extracellular matrix are discussed.
Abstract: Methods for culturing mammalian cells ex vivo are increasingly needed to study cell and tissue physiology and to grow replacement tissue for regenerative medicine. Two-dimensional culture has been the paradigm for typical in vitro cell culture; however, it has been demonstrated that cells behave more natively when cultured in three-dimensional environments. Permissive, synthetic hydrogels and promoting, natural hydrogels have become popular as three-dimensional cell culture platforms; yet, both of these systems possess limitations. In this perspective, we discuss the use of both synthetic and natural hydrogels as scaffolds for three-dimensional cell culture as well as synthetic hydrogels that incorporate sophisticated biochemical and mechanical cues as mimics of the native extracellular matrix. Ultimately, advances in synthetic-biologic hydrogel hybrids are needed to provide robust platforms for investigating cell physiology and fabricating tissue outside of the organism.

2,298 citations

Journal ArticleDOI
TL;DR: Polymers are by far the most utilized class of materials for AM and their design, additives, and processing parameters as they relate to enhancing build speed and improving accuracy, functionality, surface finish, stability, mechanical properties, and porosity are addressed.
Abstract: Additive manufacturing (AM) alias 3D printing translates computer-aided design (CAD) virtual 3D models into physical objects. By digital slicing of CAD, 3D scan, or tomography data, AM builds objects layer by layer without the need for molds or machining. AM enables decentralized fabrication of customized objects on demand by exploiting digital information storage and retrieval via the Internet. The ongoing transition from rapid prototyping to rapid manufacturing prompts new challenges for mechanical engineers and materials scientists alike. Because polymers are by far the most utilized class of materials for AM, this Review focuses on polymer processing and the development of polymers and advanced polymer systems specifically for AM. AM techniques covered include vat photopolymerization (stereolithography), powder bed fusion (SLS), material and binder jetting (inkjet and aerosol 3D printing), sheet lamination (LOM), extrusion (FDM, 3D dispensing, 3D fiber deposition, and 3D plotting), and 3D bioprinting....

2,136 citations

Journal ArticleDOI
TL;DR: In this paper, the authors give an overview on 3D printing techniques of polymer composite materials and the properties and performance of 3D printed composite parts as well as their potential applications in the fields of biomedical, electronics and aerospace engineering.
Abstract: The use of 3D printing for rapid tooling and manufacturing has promised to produce components with complex geometries according to computer designs. Due to the intrinsically limited mechanical properties and functionalities of printed pure polymer parts, there is a critical need to develop printable polymer composites with high performance. 3D printing offers many advantages in the fabrication of composites, including high precision, cost effective and customized geometry. This article gives an overview on 3D printing techniques of polymer composite materials and the properties and performance of 3D printed composite parts as well as their potential applications in the fields of biomedical, electronics and aerospace engineering. Common 3D printing techniques such as fused deposition modeling, selective laser sintering, inkjet 3D printing, stereolithography, and 3D plotting are introduced. The formation methodology and the performance of particle-, fiber- and nanomaterial-reinforced polymer composites are emphasized. Finally, important limitations are identified to motivate the future research of 3D printing.

2,132 citations