Phenothiazine Derivative-Based Photoinitiators for Ultrafast Sunlight-Induced Free Radical Polymerization and Rapid Precision 3D Printing DOI
Tong Gao, Zheng Liu, Ji Feng

et al.

ACS Applied Materials & Interfaces, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

In this work, we introduce twenty-six phenothiazine derivatives (PTZs) that were designed and synthesized as visible light photoinitiators. These compounds, in combination with an amine [ethyl 4-(dimethylamino)benzoate (EDB)] iodonium salt [di-tert-butylphenyl hexafluorophosphate (Iod)], could furnish high-performance three-component (PTZs/EDB/Iod) photoinitiating systems employed for the free radical polymerization of thick films a low-viscosity model acrylate resin, namely, trimethylolpropane triacrylate (TMPTA) under sunlight exposure. A commercial thioxanthone, i.e., isopropylthioxanthone (ITX) was selected to design reference ITX/EDB/Iod system. Double bond conversions 87% 76% measured developed 405 450 nm light-emitting diode irradiation, respectively, conversion high 70% be determined irradiation─about 23 times higher than obtained comparable system prepared photoinitiator. The relevant photoinitiation abilities photochemical mechanisms are comprehensively investigated by techniques including real-time Fourier transform infrared spectroscopy, UV–visible absorption fluorescence steady-state photolysis, cyclic voltammetry, electron paramagnetic resonance. Notably, exceptional performance photoinitiators enabled fabrication 3D objects precise morphology superior resolution through printing direct laser write techniques. findings not only provide opportunities efficient artificial natural conditions but also pave way scalable, cost-effective, environmentally sustainable, green chemistry-driven curing applications.

Language: Английский

Heteroatom/Heterocycle-Substituted Ketone Dyes as Efficient Photoinitiators in Visible Light-Emitting Diode/Near Infrared Light Photopolymerization with Enhanced Two-Photon Lithography Capability DOI
Xinyue Guo, Qiyue Zhou, Xuefeng Fan

et al.

ACS Applied Polymer Materials, Journal Year: 2024, Volume and Issue: 6(9), P. 5566 - 5575

Published: May 2, 2024

Photopolymerization is a burgeoning technology with wide range of applications from coatings and inks to nanotechnology. The development photosensitized systems that can work at long wavelengths safety environmental friendliness, such as visible light-emitting diodes near infrared light, essential. In this study, series ketone dyes containing heteroatom/heterocyclic substituents were designed on the basis carbazole–coumarin backbone compare aryl ring-substituted ones. photophysical photochemical properties studied by UV–vis spectroscopy, time-dependent density functional theory calculations, fluorescence steady-state photolysis. potential application in one/two-photon polymerization was investigated. Results showed introduction heterocycles/heteroatoms has considerable influence absorption dyes. CCK–Th, which contains thiophene substitute, exhibits most excellent light well fastest reaction efficiency amine additives. Notably, when comparing two-photon lithography capability, photoresist 0.1 wt % achieve writing speed 46 mm s–1, high sensitivity, about two times benzene CCK–Ben. addition, CCK–Th shows outstanding ability construct complex three-dimensional patterns. These modified CCKs show great nanotechnology, additive manufacturing, optoelectronics provide design concepts for photoinitiators.

Language: Английский

Citations

7

Thioxanthone Synthesis from Thioureas through Double Aryne Insertion into a Carbon-Sulfur Double Bond DOI Creative Commons

Mikio Kawada,

Shinya Tabata,

Yusuke Hoshi

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 9, 2025

Thioxanthone synthesis from o-silylaryl triflates and thioureas is disclosed. Double aryne insertion into the C═S double bond of subsequent hydrolysis realized facile preparation thioxanthones. A simple reaction procedure good accessibility allowed us to synthesize a wide range highly functionalized

Language: Английский

Citations

0

Single-Component Thioxanthone-Based Photoinitiator for Free-Radical Photopolymerization of Acrylates via UV-LED Irradiation DOI
Saihe Yang, Pengzhong Chen,

Haichao Fu

et al.

Dyes and Pigments, Journal Year: 2025, Volume and Issue: unknown, P. 112640 - 112640

Published: Jan. 1, 2025

Language: Английский

Citations

0

New Water-Soluble Coumarin-Ketone-Pyridium Salts Photoinitiators for Antibacterial Coatings Under Visible Led Photocuring DOI
Qiyue Zhou, Sijin Chen, Xinyue Guo

et al.

Published: Jan. 1, 2025

Language: Английский

Citations

0

New water-soluble coumarin-ketone-pyridium salts photoinitiators for antibacterial coatings under visible LED photocuring DOI
Qiyue Zhou, Sijin Chen, Xinyue Guo

et al.

European Polymer Journal, Journal Year: 2025, Volume and Issue: unknown, P. 113896 - 113896

Published: March 1, 2025

Language: Английский

Citations

0

1-Naphthylamine thioxanthone-based one-component visible-light photoinitiators DOI
Le Ma, Yang Hou, Jun Nie

et al.

Progress in Organic Coatings, Journal Year: 2025, Volume and Issue: 205, P. 109305 - 109305

Published: April 16, 2025

Language: Английский

Citations

0

Visualization of photocuring and 4D printing with real-time phosphorescence DOI Creative Commons

Fan Gu,

Mengxing Ji,

Lisha Zhang

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 5, 2025

Facile and real-time visualization monitoring of photocuring process is a challenge. Base on the fact that pure organic room-temperature phosphorescence (RTP) quite sensitive easy to be regulated via internal rigidity changes surrounding environments phosphore dyes, competitive candidates with advantageous RTP are brought into fields 4D printing materials. Herein, we have put forward strategy introduce phosphors materials because rigidity-increasing liquid-to-solid transformation. Based this, obtained luminescent curing films achieve emission full-color display blue, green, orange. Visible can realized by observations phosphorescent changes, thus allowing recording speed, environment, conversion during process. Moreover, these successfully complete shape-memory process, demonstrating continuous dynamic deformation in fabricated 2D (the flower-pattern film) 3D spaceman pandas) vivid emission. Especially, further regulations realize significant We believe this discovery replacement opens door extension field more sophisticated morphing printing.

Language: Английский

Citations

0

One-Component Stilbene-Based Iodonium Photoinitiators with Increased Photoacid Quantum Yield for Cationic Vat 3D Printing DOI Creative Commons
Filip Petko, Magdalena Jankowska, Mariusz Galek

et al.

Macromolecules, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 17, 2024

New advanced iodonium salts based on stilbene chromophores with significantly improved photoinitiating properties are presented. The extended conjugated double bond system provides major improvement in quantum yield of superacid generation (up to 10 times higher compared benzylidene-based salts) while maintaining absorption UV-A and visible light. newly developed exhibit activity toward cationically polymerizable monomers such as cyclic epoxy (e.g., 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane-carboxylate (CADE)), oxetanes bis[1-ethyl(3-oxetanyl)]methyl ether (OXT-221)) glycidyl diglycidyl bisphenol A (DGEBA)) under the irradiation by light-emitting diodes (LEDs) emitting at 365, 405 even 430 nm, no additives. Commonly used diaryliodonium photoinitiators inactive those wavelengths. Moreover, some new also able photoinitiate free radical photopolymerization acrylate monomers, trimethylolpropane triacrylate (TMPTA). Such high allows these be one-component cationic vat 3D printing nanocomposites ambient temperature. resolution prints was limited mainly DLP printer slight signs overpolymerization.

Language: Английский

Citations

3

Novel Ketone Derivatives Involving Triphenylamine Electron‐Donating Group as Low Migration Photoinitiators for Visible Light Radical Polymerization and 3D Printing DOI

Luo Jiangyu,

Jinqing Qu

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(39)

Published: Oct. 1, 2024

Abstract Given the ongoing advancements in photopolymerization technology, there is an imperative need to develop novel free radical photoinitiators (PIs) with long‐wavelength absorbance and low migration. To meet demand for visible light photopolymerization, four ketone derivatives (PHMOs) were synthesized this study via a one‐step reaction. By constructing push‐pull structure, maximum absorption wavelength of new PIs was red‐shifted vicinity 400 nm, satisfying requirement excitation. The one‐component photoinitiation effect PHMOs under comparable that Irgacure 1173, among which photopolymerisation performance PHMO‐2 significantly superior 1173. two‐component photoinitiaton system composed by addition hydrogen donor improved. PHMO‐1 successfully used 3D printing produce well‐defined printed products. photolysis mechanism investigated steady‐state electron spin resonance test. In addition, had good solubility, thermal stability biosafety. Attributed presence double bonds, These excellent properties indicated desirable potential applications field polymerization.

Language: Английский

Citations

0

Generation of alkene radical cation for thioxanthone-TfOH complex-catalyzed intramolecular cyclization using a photoredox catalysis strategy DOI
Feng Jin, Guanglong Huang, Haoliang Huang

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 115817 - 115817

Published: Oct. 1, 2024

Language: Английский

Citations

0