Tetramethacrylic benzylidene cyclopentanone dye for one- and two-photon photopolymerization

Zhiganshina, E. R.; Arsenyev, Maxim V.; Чубич, Д. А.; Колымагин, Д. А.; Писаренко, А. В.; Burkatovsky, Dmitry; Баранов, Е. В.; Vitukhnovsky, A. G.; Лобанов, А. Н.; Matital, Rilond Pattia; Aleynik, Diana Ya.; Чесноков, С. А.

doi:10.1016/j.eurpolymj.2021.110917

Cited by 21 publications

(10 citation statements)

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“…Additionally, coefficient C 2 determines the exit to saturation speed of the conversion degree. Luminescence of the samples was also observed, which was caused by the fact that the photoinitiator is embedded in the polymer chain [ 24 ]. This feature of photocomposition can be applied in the study of structures using confocal microscopy [ 41 ].…”

Section: Resultsmentioning

confidence: 99%

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Benzylidene Cyclopentanone Derivative Photoinitiator for Two-Photon Photopolymerization-Photochemistry and 3D Structures Fabrication for X-ray Application

et al. 2022

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Micron- and submicron-scale 3D structure realization nowadays is possible due to the two-photon photopolymerization (TPP) direct laser writing photolithography (DLW photolithography) method. However, the achievement of lithographic features with dimensions less than 100 nm is in demand for the fabrication of micro-optical elements with high curvature values, including X-ray microlenses. Spectroscopic and photochemical study of a photoinitiator (PI) based on a methyl methacrylate derivative of 2,5-bis(4-(dimethylamino)benzylidene) cyclopentanone was performed. Enhanced intersystem crossing in the methyl methacrylate derivative results in increased radical generation for the subsequent initiation of polymerization. A comprehensive study of the new photocompositions was performed, with particular emphasis on photochemical constants, the degree of photopolymerization, and topology. The optimal parameters for the fabrication of mechanically stable structures were determined in this research. The threshold dose parameters for lithography (radiation power of 5 mW at a speed of 180 µm/s) when trying to reach saturation values with a conversion degree of (35 ± 1) % were defined, as well as parameters for sub-100 nm feature fabrication. Moreover, the 45 nm feature size for elements was reached. Fabrication of X-ray lens microstructures was also demonstrated.

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Section: Resultsmentioning

confidence: 99%

“…MBAC was synthesized by the well-known procedure [ 23 ]. (4-Formylphenyl)azandiyl)bis(ethane-2,1-diyl)dibenzoate was prepared according to the procedure described in [ 24 ].…”

Section: Methodsmentioning

confidence: 99%

Benzylidene Cyclopentanone Derivative Photoinitiator for Two-Photon Photopolymerization-Photochemistry and 3D Structures Fabrication for X-ray Application

et al. 2022

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“…tetraacrylate (4Met-BAC) enabling to improve its crosslinking ability compared to PBDA due to a higher number of crosslinkable functions was proposed by Chesnokov and coworkers (See Figure 10). [354] Parallel to this and based on previous works done by Liefeith and coworkers [355] mentioning the high solubility of the tetraester benzylidene ketone ((((2oxocyclopentane-1,3-diylidene)bis(methanylylidene))bis(4,1-phenylene))bis(azanetriyl))…”

Section: Symmetrically Substituted Benzylidene Cyclopentanonesmentioning

confidence: 86%

“…Figure 11. Photolysis of BZC2 and 4Met-BAC upon irradiation at 380 nm with a LED.Reproduced with permission of Ref [354]. MTT cytotoxicity tests were carried out to examine the cytotoxicity of BZC2 and 4Met-BAC in polymers.…”

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confidence: 99%

Recent advances on benzylidene cyclopentanones as visible light photoinitiators of polymerization

Dumur

2022

European Polymer Journal

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“…Conversely, polymerization with light has been widely investigated as photon-initiated crosslinking is conveniently triggered in many kinds of polymers suited for 3D printing, thus lifting the issues mentioned above. [34][35][36][37][38][39][40][41][42] However, the materials illuminated within the optical beam path will experience some degree of polymerization when using the one-photon absorption (OPA) process, leading to reduced resolution, making fabrication of arbitrary 3D structures impossible. [43][44][45][46][47][48][49][50][51] Conversely, bearing on the imaginary part of the third-order nonlinear susceptibility, the nonlinear process of two-photon absorption (TPA) is significantly different from OPA as the absorption cross section (ACS) is typically several orders of magnitude smaller than that of OPA.…”

Section: Introductionmentioning

confidence: 99%

Two‐Photon Polymerization Lithography for Optics and Photonics: Fundamentals, Materials, Technologies, and Applications

Wang

Zhang

Ladika

et al. 2023

Adv Funct Materials

115

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The rapid development of additive manufacturing has fueled a revolution in various research fields and industrial applications. Among the myriad of advanced three-dimensional printing techniques, two-photon polymerization lithography (TPL) uniquely offers a significant electron microscope (SEM) images of SMP structures before and after programming and after recovery, respectively. Reproduced under terms of the CC-BY license. [114] Copyright 2021, The Authors, published by Nature Publishing Group. b) Stiff SMPs for high-resolution reversible nanophotonics. I-II) The deformed and recovered nanopillars under optical microscope and SEM, respectively. Reproduced with permission. [115] Copyright 2022, American Chemical Society. c) Vapor-responsive photonic arrays. I-IV) Optical image of a grid array in air, in water vapors ~ 20 s, saturation with water vapors ~ 88s, and after the gas flow stopped, respectively.Reproduced under terms of the CC-BY license. [116] Copyright 2021, The Authors, published by Royal Society of Chemistry. d) SEM image of a 40-layer face-cantered-cubic photonic structure printed by SU-8. Reproduced with permission. [117] Copyright 2004, Nature Publishing Group. e) SEM image of helices with an axial pitch of 800 nm and a radius of 800 nm fabricated by the two-step absorption photoresist. Reproduced with permission. [118]

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Tetramethacrylic benzylidene cyclopentanone dye for one- and two-photon photopolymerization

Cited by 21 publications

References 65 publications

Benzylidene Cyclopentanone Derivative Photoinitiator for Two-Photon Photopolymerization-Photochemistry and 3D Structures Fabrication for X-ray Application

Benzylidene Cyclopentanone Derivative Photoinitiator for Two-Photon Photopolymerization-Photochemistry and 3D Structures Fabrication for X-ray Application

Recent advances on benzylidene cyclopentanones as visible light photoinitiators of polymerization

Two‐Photon Polymerization Lithography for Optics and Photonics: Fundamentals, Materials, Technologies, and Applications

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