Oxime esters: Potential alternatives to phosphine oxides, for overcoming oxygen inhibition in material jetting applications

• A series of four oxime esters is studied here as Type I photoinitiators for high performance systems. • Some of these oxime esters can outperformed benchmark photoinitiators. • The oxime esters were tested in 3D-inkjet printing applications, displaying highly promising results. • These oxime esters exhibit a dual-curing behavior, especially interesting for thermal post-curing treatment. Material jetting technology is emerging as a prominent technique within the additive manufacturing domain for printing multi-material objects. Despite its various advantages, including high printing resolution, oxygen inhibition remains the main issue for UV-curable materials. Oxime esters are interesting photoinitiators for this application due to their ability to undergo a photocleavage reaction followed by decarboxylation, limiting the diffusion of oxygen. A series of four commercially available oxime esters were studied as Type I photoinitiators, with the photoinitiating ability and photochemical properties of two of them never having been investigated before. Initially, their UV–visible absorption properties were studied, revealing significant absorption up to 420 nm. Photopolymerization kinetic studies indicate that the oxime esters can outperformed benchmark photoinitiators such as phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO) by reaching around 80 % of double bond conversion in 12 µm layer under air (for O-16) against 60 % for BAPO under the same conditions. Finally, the oxime esters were tested in 3D-inkjet printing applications, displaying highly promising results with tack-free surfaces.

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Publication Details

Journal
European Polymer Journal
Published
2024-09-15
DOI
https://doi.org/10.1016/j.eurpolymj.2024.113459
Citations
3
Primary Topic
Photopolymerization techniques and applications
Type
article
Field-Weighted Citation Impact
0.75
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article

Oxime esters: Potential alternatives to phosphine oxides, for overcoming oxygen inhibition in material jetting applications

Michael Schmitt, Anne Asmacher, Şerife Özen, Jacques Lalevée et al.
3 citations
European Polymer Journal
Photopolymerization techniques and applications
0.75
article

Oxime esters: Potential alternatives to phosphine oxides, for overcoming oxygen inhibition in material jetting applications

Michael Schmitt, Anne Asmacher, Şerife Özen, Jacques Lalevée, Fabrice Morlet‐Savary, Filipp Petrov, Max Röttger, Bernadette Graff
article en
3 citations

Abstract

• A series of four oxime esters is studied here as Type I photoinitiators for high performance systems. • Some of these oxime esters can outperformed benchmark photoinitiators. • The oxime esters were tested in 3D-inkjet printing applications, displaying highly promising results. • These oxime esters exhibit a dual-curing behavior, especially interesting for thermal post-curing treatment. Material jetting technology is emerging as a prominent technique within the additive manufacturing domain for printing multi-material objects. Despite its various advantages, including high printing resolution, oxygen inhibition remains the main issue for UV-curable materials. Oxime esters are interesting photoinitiators for this application due to their ability to undergo a photocleavage reaction followed by decarboxylation, limiting the diffusion of oxygen. A series of four commercially available oxime esters were studied as Type I photoinitiators, with the photoinitiating ability and photochemical properties of two of them never having been investigated before. Initially, their UV–visible absorption properties were studied, revealing significant absorption up to 420 nm. Photopolymerization kinetic studies indicate that the oxime esters can outperformed benchmark photoinitiators such as phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO) by reaching around 80 % of double bond conversion in 12 µm layer under air (for O-16) against 60 % for BAPO under the same conditions. Finally, the oxime esters were tested in 3D-inkjet printing applications, displaying highly promising results with tack-free surfaces.

European Polymer JournalVol. 220
Centre National de la Recherche Scientifique (FR), Altana (Netherlands) (NL), Université de Haute-Alsace (FR), Université de Strasbourg (FR)
Clean water and sanitation
Openalex Percentile: Top 32%
Photopolymerization techniques and applications
0.75
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