Photochemical Study of a Three‐Component Photocyclic Initiating System for Free Radical Photopolymerization: Implementing a Model for Digital Light Processing 3D Printing

ChemPhotoChem ◽  
2019 ◽  
Vol 3 (11) ◽  
pp. 1109-1118 ◽  
Author(s):  
Boris Metral ◽  
Adrien Bischoff ◽  
Christian Ley ◽  
Ahmad Ibrahim ◽  
Xavier Allonas
Keyword(s):  
Free Radical ◽  
3D Printing ◽  
Digital Light Processing ◽  
Free Radical Photopolymerization

scholarly journals Design of keto-coumarin based photoinitiator for Free Radical Photopolymerization: Towards 3D printing and photocomposites applications

2021 ◽  
pp. 110559
Author(s):  
Mahmoud Rahal ◽  
Bernadette Graff ◽  
Joumana Toufaily ◽  
Tayssir Hamieh ◽  
Frédéric Dumur ◽  
...  
Keyword(s):  
Free Radical ◽  
3D Printing ◽  
Free Radical Photopolymerization

scholarly journals Free Radical Photopolymerization and 3D Printing Using Newly Developed Dyes: Indane-1,3-Dione and 1H-Cyclopentanaphthalene-1,3-Dione Derivatives as Photoinitiators in Three-Component Systems

Catalysts ◽  
2020 ◽  
Vol 10 (4) ◽  
pp. 463 ◽  
Author(s):  
Ke Sun ◽  
Corentin Pigot ◽  
Hong Chen ◽  
Malek Nechab ◽  
Didier Gigmes ◽  
...  
Keyword(s):  
Free Radical ◽  
3D Printing ◽  
High Performance ◽  
Chemical Mechanisms ◽  
Esr Spin Trapping ◽  
Free Radical Photopolymerization ◽  
Spin Resonance ◽  
Component Systems ◽  
Iodonium Salt ◽  
First Time

The design of photoinitiating systems with excellent photochemical reactivities at 405nm LED is one of the obstacles to efficiently promote free radical polymerization in mild conditions (e.g., low light intensity, under air). Here, our actual search for new multicomponent photoinitiating systems at 405nm LED prompts us to develop new dyes based on push–pull structures. In the present paper, we chose two series of new dyes which possess indane-1,3-dione and 1H-cyclopenta naphthalene-1,3-dione groups as the electron-withdrawing groups, since they have the great potential to behave as sensitive and remarkable photoinitiators in vat photopolymerization/3D printing. When incorporated with a tertiary amine (ethyl dimethylaminobenzoate EDB, used as electron/hydrogen donor) and an iodonium salt (used as electron acceptor) as the three-component photoinitiating systems (PISs), and among a series of 21 dyes, 10 of them could efficiently promote the free radical photopolymerization of acrylates. Interestingly, steady state photolysis experiments revealed different behaviors of the dyes. Fluorescence experiments and free energy change calculations for redox processes were also carried out to investigate the relevant chemical mechanisms. Additionally, the formation of radicals from the investigated PISs was clearly observed by electron spin resonance (ESR) spin-trapping experiments. Finally, stereoscopic 3D patterns were successfully fabricated by the laser writing technique. In this work, the use of push–pull dyes based on the naphthalene scaffold as photoinitiators of polymerization is reported for the first time in a systematic study aiming at investigating the structure–performance relationship for irradiation carried out at 405 nm. By carefully selecting the electron donors used in the two series of push–pull dyes, novel and high-performance photoinitiating systems operating at 405 nm are thus proposed.

scholarly journals Monocomponent Photoinitiators based on Benzophenone-Carbazole Structure for LED Photoinitiating Systems and Application on 3D Printing

Polymers ◽  
2020 ◽  
Vol 12 (6) ◽  
pp. 1394 ◽  
Author(s):  
Shaohui Liu ◽  
Hong Chen ◽  
Yijun Zhang ◽  
Ke Sun ◽  
Yangyang Xu ◽  
...  
Keyword(s):  
Free Radical ◽  
3D Printing ◽  
Rational Design ◽  
Photophysical Properties ◽  
Synergetic Effect ◽  
Type Ii ◽  
Visible Absorption ◽  
Free Radical Photopolymerization ◽  
Iodonium Salt ◽  
Resonance Spin

In this article, different substituents (benzoyl, acetyl, styryl) are introduced onto the carbazole scaffold to obtain 8 novel carbazole derivatives. Interestingly, a benzoyl substituent, connected to a carbazole group, could form a benzophenone moiety, which composes a monocomponent Type II benzophenone-carbazole photoinitiator (PI). The synergetic effect of the benzophenone moiety and the amine in the carbazole moiety is expected to produce high performance photoinitiating systems (PISs) for the free radical photopolymerization (FRP). For different substituents, clear effects on the light absorption properties are demonstrated using UV-Visible absorption spectroscopy. Benzophenone-carbazole PIs can initiate the FRP of acrylates alone (monocomponent Type II photoinitiator behavior). In addition, fast polymerization rates and high function conversions of acrylate are observed when an amine and/or an iodonium salt are added in systems. Benzophenone-carbazole PIs have good efficiencies in cationic photopolymerization (CP) upon LED @ 365 nm irradiation in the presence of iodonium salt. In contrast, other PIs without synergetic effect demonstrate unsatisfied photopolymerization profiles in the same conditions. The best PIS identified for the free radical photopolymerization were used in three-dimensional (3D) printing. Steady state photolysis and fluorescence quenching experiments were carried out to investigate the reactivity and the photochemistry and photophysical properties of PIs. The free radicals, generated from the studied PISs, are detected by the electron spin resonance - spin trapping technique. The proposed chemical mechanisms are provided and the structure/reactivity/efficiency relationships are also discussed. All the results showed that the benzophenone-carbazole PIs have a good application potential, and this work provides a rational design route for PI molecules. Remarkably, BPC2-BPC4, C6, C8 were never synthetized before; therefore, 5 of the 8 compounds are completely new.

scholarly journals Cubane Cu4I4(phosphine)4 Complexes as New Co-initiator for Free Radical Photopolymerization: Towards Aromatic Amine-Free Systems

2021 ◽  
Author(s):  
Jacques Lalevée ◽  
Fatima Hammoud ◽  
Mahmoud Rahal ◽  
Julien Egly ◽  
Fabrice Morlet-Savary ◽  
...  
Keyword(s):  
Free Radical ◽  
Radical Polymerization ◽  
Aromatic Amine ◽  
Free Radical Polymerization ◽  
Copper Iodide ◽  
Free Radical Photopolymerization ◽  
Acrylate Monomers ◽  
First Time

The investigation of copper-iodide cubane derivatives as new co-initiators for the free radical polymerization (FRP) of acrylate monomers under mild irradiation conditions is described for the first time here. These...

scholarly journals Rapid fabrication of MOF-based mixed matrix membranes through digital light processing

2021 ◽  
Author(s):  
Alexey Pustovarenko ◽  
Beatriz Seoane ◽  
Edy Abou-Hamad ◽  
Helen E King ◽  
Bert Weckhuysen ◽  
...  
Keyword(s):  
Additive Manufacturing ◽  
3D Printing ◽  
Processing Speed ◽  
Mixed Matrix Membranes ◽  
Scientific Interest ◽  
Mixed Matrix ◽  
Digital Light Processing ◽  
Additive Manufacturing Technology ◽  
Rapid Fabrication ◽  
Manufacturing Methods

3D printing, also known as additive manufacturing technology, has greatly expanded across multiple sectors of technology replacing classical manufacturing methods by combining processing speed and high precision. The scientific interest...

scholarly journals Mechanical Properties and Biocompatibility of Urethane Acrylate-Based 3D-Printed Denture Base Resin

Polymers ◽  
2021 ◽  
Vol 13 (5) ◽  
pp. 822
Author(s):  
Jy-Jiunn Tzeng ◽  
Tzu-Sen Yang ◽  
Wei-Fang Lee ◽  
Hsuan Chen ◽  
Hung-Ming Chang
Keyword(s):  
Mechanical Properties ◽  
3D Printing ◽  
Flexural Modulus ◽  
Measurement Data ◽  
Uv Exposure ◽  
Control Group ◽  
Urethane Acrylate ◽  
Shore Hardness ◽  
Digital Light Processing ◽  
Denture Base

In this study, five urethane acrylates (UAs), namely aliphatic urethane hexa-acrylate (87A), aromatic urethane hexa-acrylate (88A), aliphatic UA (588), aliphatic urethane triacrylate diluted in 15% HDD (594), and high-functional aliphatic UA (5812), were selected to formulate five UA-based photopolymer resins for digital light processing (DLP)-based 3D printing. Each UA (40 wt%) was added and blended homogenously with ethoxylated pentaerythritol tetraacrylate (40 wt%), isobornyl acrylate (12 wt%), diphenyl (2,4,6-trimethylbenzoyl) phosphine oxide (3 wt%), and a pink acrylic (5 wt%). Each UA-based resin specimen was designed using CAD software and fabricated using a DLP 3D printer to specific dimensions. Characteristics, mechanical properties, and cytotoxicity levels of these designed UA-based resins were investigated and compared with a commercial 3D printing denture base acrylic resin (BB base) control group at different UV exposure times. Shore hardness-measurement data and MTT assays were analyzed using a one-way analysis of variance with Bonferroni’s post hoc test, whereas viscosity, maximum strength, and modulus were analyzed using the Kruskal–Wallis test (α = 0.05). UA-based photopolymer resins with tunable mechanical properties were successfully prepared by replacing the UA materials and the UV exposure times. After 15 min of UV exposure, the 5812 and 594 groups exhibited higher viscosities, whereas the 88A and 87A groups exhibited lower viscosities compared with the BB base group. Maximum flexural strength, flexural modulus, and Shore hardness values also revealed significant differences among materials (p < 0.001). Based on MTT assay results, the UA-based photopolymer resins were nontoxic. In the present study, mechanical properties of the designed photopolymer resins could be adjusted by changing the UA or UV exposure time, suggesting that aliphatic urethane acrylate has good potential for use in the design of printable resins for DLP-type 3D printing in dental applications.

scholarly journals Demonstration of a Polymer-Based Single Step Waveguide by 3D Printing Digital Light Processing Technology for Isopropanol Alcohol-Concentration Sensor

2021 ◽  
Author(s):  
Kankan Swargiary ◽  
Romuald Jolivot ◽  
Waleed Soliman Mohammed
Keyword(s):  
Refractive Index ◽  
3D Printing ◽  
Limit Of Detection ◽  
Optical Power ◽  
Alcohol Concentration ◽  
Single Step ◽  
Gap Size ◽  
Digital Light Processing ◽  
Fused Deposition ◽  
The Core

AbstractA polymer based horizontal single step waveguide for the sensing of alcohol is developed and analyzed. The waveguide is fabricated by 3-dimensional (3D) printing digital light processing (DLP) technology using monocure 3D rapid ultraviolet (UV) clear resin with a refractive index of n = 1.50. The fabricated waveguide is a one-piece tower shaped ridge structure. It is designed to achieve the maximum light confinement at the core by reducing the effective refractive index around the cladding region. With the surface roughness generated from the 3D printing DLP technology, various waveguides with different gap sizes are printed. Comparison is done for the different gap waveguides to achieve the minimum feature gap size utilizing the light re-coupling principle and polymer swelling effect. This effect occurs due to the polymer-alcohol interaction that results in the diffusion of alcohol molecules inside the core of the waveguide, thus changing the waveguide from the leaky type (without alcohol) to the guided type (with alcohol). Using this principle, the analysis of alcohol concentration performing as a larger increase in the transmitted light intensity can be measured. In this work, the sensitivity of the system is also compared and analyzed for different waveguide gap sizes with different concentrations of isopropanol alcohol (IPA). A waveguide gap size of 300 µm gives the highest increase in the transmitted optical power of 65% when tested with 10 µL (500 ppm) concentration of IPA. Compared with all other gaps, it also displays faster response time (t = 5 seconds) for the optical power to change right after depositing IPA in the chamber. The measured limit of detection (LOD) achieved for 300 µm is 0.366 µL. In addition, the fabricated waveguide gap of 300 µm successfully demonstrates the sensing limit of IPA concentration below 400 ppm which is considered as an exposure limit by “National Institute for Occupational Safety and Health”. All the mechanical mount and the alignments are done by 3D printing fused deposition method (FDM).

Sign in / Sign up

Export Citation Format

Share Document