Photo-curing kinetics of hydroxyethyl acrylate (HEA): synergetic effect of dye/amine photoinitiator systems

Bouchikhi, N; Bouazza, Manel; Hamri, Salah; Maschke, Ulrich; Lerari, Djahida; Dergal, Fayçal; Bachari, Khaldoun; Bedjaoui-Alachaher, Lamia

doi:10.1007/s40090-019-00197-7

Cited by 4 publications

(3 citation statements)

References 34 publications

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“…The double bond conversion of the 0.5 wt % PyBN/HEA system upon 365 nm LED irradiation is >90% after 360 s. The high double bond conversion is in accordance with the literature reports describing monofunctional acrylate monomers, confirming that the initiating species is successfully generated from PyBN as the photoinitiator . 40,41 Additionally, a high double bond conversion of up to 99.86% is achieved for PyBN/ PEGDA. The photographs of both pure HEA and PYBN/HEA after irradiation are shown in Figure S1a.…”

Section: Radical Photopolymerization Of Pybn/acrylatementioning

confidence: 95%

Radical Photopolymerization Using 1,4-Dihydropyrrolo[3,2-b]pyrrole Derivatives Prepared via One-Pot Synthesis

Chen

Liu

et al. 2021

ACS Omega

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Radical photopolymerization has attracted significant attention for manufacturing products with complicated structures. Herein, the synthesized 1,4-bis(4-bromophenyl)-2,5-bis(4-nitrophenyl)-1,4-dihydropyrrole[3,2-b]pyrrole (PyBN) is found to show varying photoactivity upon irradiation at different wavelengths. PyBN affords two main absorption bands, and its maximum absorption peak is at 462 nm, attributing to its strong intramolecular charge transfer property based on the donor–acceptor structure. It efficiently photoinitiates the radical photopolymerization of different (meth)acrylate materials under 365 and 395 nm LED irradiation. The highest double bond conversion of 99.86% is achieved for these materials. Under 470 nm LED, PyBN does not show molecular structure change from photolysis results as a result of intramolecular charge transfer. Therefore, PyBN shows wavelength-selective photoactivity with potential application in dual-wavelength volumetric additive manufacturing. A unique solid product is successfully fabricated using a 365 nm LED with co-irradiation of a 470 nm LED. Additionally, PyBN incorporating camphorquinone (CQ) as a two-component visible light photoinitiator system is investigated under 470 nm LED irradiation. As PyBN has a charge transfer activity at 470 nm, the combination with CQ exhibits a good synergistic interaction. Besides nitro-based PyBN, a methyl-based PyBC was prepared as a reference compound.

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Section: Radical Photopolymerization Of Pybn/acrylatementioning

confidence: 95%

Radical Photopolymerization Using 1,4-Dihydropyrrolo[3,2-b]pyrrole Derivatives Prepared via One-Pot Synthesis

Chen

Liu

et al. 2021

ACS Omega

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“…20 Interestingly, these findings were drawn from an experimental study of the phototransformation of MB in the absence and presence of TEOA, in our previous work. 21 It is also worth noting that the irradiated MB molecules possess a singlet excited state (1MB*), and triplet excited states (3MB*) with a longer lifetime. 22,23 Both excited states can interact with TEOA molecules to generate TEOA radicals.…”

Section: Effect Of Different Experimental Parameters On Hea Monomer C...mentioning

confidence: 99%

Photopolymerization of Poly(Hydroxyethyl Acrylate) (PHEA): Experimental Parameters-Viscoelastic Properties Relationship

Bouchikhi,

Lerari,

Hamri

et al. 2023

ChChT

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The activity of the photoinitiator system, based on triethanolamine (TEOA) and methylene blue (MB), on the photopolymerization of hydroxyethyl acrylate (HEA) monomer under very soft irradiation conditions, was evaluated. A remarkable difference in the polymerization kinetics of a set of PHEA experiments was underlined according to TEOA/MB concentrations, as well as the solutions pH. Indeed, the complex viscosity (η*), storage modulus (G'), and loss modulus (G") of the resulting polymers were potentially dependent on these experimental parameters despite comparable values of monomer conversion.

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“…In the present work, emphasis was placed on the study of swelling of toluene, methanol, ethanol, propan-1-ol, butan-1-ol, pentan-1-ol, hexan-1-ol and heptan-1-ol for the crosslinked copolymer poly (IBOA-co-2-EHA). Their elaboration can be initiated in many different ways [20,21]. The free radical photo-polymerisation with UV light, involving crosslinking monomers was adopted.…”

Section: -Introductionmentioning

confidence: 99%

Characterization of swelling behavior and elastomer properties of acrylate polymers containing 2-ethylhexyl and isobornyl esters

et al. 2022

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In this work, a comparative study of the swelling behavior of poly (1, 7, 7-trimethyl-2-bicyclo [2.2.1] heptanyl) prop-2-enoate) (poly (IBOA)) and its copolymer (poly (IBOA)-co-2-EHA)), prepared by radical polymerization with the addition of a low concentration of crosslinking agent and photoinitiator, was performed. The obtained networks were characterized by FTIR to show the conversion of acrylic band before and after polymerization and by differential scanning calorimetry (DSC).The copolymer network has a single glass transition temperature (Tg) that decreases relative to the poly (IBOA). The swelling study of (poly (IBOAco-2-EHA) was carried out by gravimetric method, in a series of polar (methanol, ethanol, propan-1-ol, butan-1-ol, pentan-1-ol, hexan-1-ol and heptan-1-ol) and non-polar (toluene) isotropic solvents. Solubility, interaction and diffusion parameters that influence the swelling of copolymer in the solvents were calculated. The wellestablished order of swelling (toluene > heptan-1-ol > hexan-1-ol > pentan-1-ol > butan-1-ol > propan-1-ol > ethanol > methanol) in the copolymer was clearly observed and moreover the degree of swelling increased with the presence of EHA in the copolymer. A simple diffusion model was applied (Fick's model) to interpret the swelling data. It was found that the nature of solvent shifts the mechanism from diffusion-controlled in the case of alcohols to non Fickian one for toluene. For a long period, the experimental results were well correlated with the second order diffusion kinetics of Schott.

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Photo-curing kinetics of hydroxyethyl acrylate (HEA): synergetic effect of dye/amine photoinitiator systems

Cited by 4 publications

References 34 publications

Radical Photopolymerization Using 1,4-Dihydropyrrolo[3,2-b]pyrrole Derivatives Prepared via One-Pot Synthesis

Radical Photopolymerization Using 1,4-Dihydropyrrolo[3,2-b]pyrrole Derivatives Prepared via One-Pot Synthesis

Photopolymerization of Poly(Hydroxyethyl Acrylate) (PHEA): Experimental Parameters-Viscoelastic Properties Relationship

Characterization of swelling behavior and elastomer properties of acrylate polymers containing 2-ethylhexyl and isobornyl esters

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